Chemicals, Inc. New Products Introduced Since Catalog 24 an Employee-Owned Company

Chemicals, Inc. New Products Introduced Since Catalog 24 an employee-owned company

metals · inorganics · organometallics · catalysts · ligands · custom synthesis · cGMP facilities · nanomaterials

BARIUM (Compounds) $ Price 56-8120 Barium trifluoromethanesulfonimide, min. 97% [168106-22-7] 250mg 29.00 Ba(C F NO S ) ; FW: 697.62; white to off-white pwdr. 1g 99.00 2 6 4 2 2 HAZ hygroscopic 5g 415.00

BORON (Compounds) $ Price 96-0350 Biological Hydrogen Peroxide Imaging Kit (FBBBE, CBBE) $ 160 Note: Sold under license from The Reagents of the University of California. US Patent application 61/762,706. Contains the following: 05-0054 7-{[(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]oxy}-2H-1-benzopyran-2-one CBBE 3 x 5mg 05-0058 3',6'-Bis{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy]-3H-[spiro(isobenzofuran-1,9,-xanthen]-3-one} FBBBE 3 x 5mg 97-4940 Dimethylsulfoxide (ACS spectrophotometric grade) 6 x 1.0 ml

05-0058 3',6'-Bis{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy]- O 5mg 60.00

3H-[spiro(isobenzofuran-1,9,-xanthen]-3-one} FBBBE C46H46B2O9; FW: 764.47; faint yellow pwdr. O Note: Sold under license from The Reagents of the University of California. US Patent application 61/762,706. Biological Hydrogen Peroxide Imaging Kit O O O (FBBBE, CBBE) component. O O B B H3C CH3

O O CH H3C 3 H3C CH3 CH CH3 3 05-1035 Tetrakis(dimethylamino)diboron [1630-79-1] 1g 78.00 C H B N ; FW: 197.93; colorless liq.; b.p. 55-57° (2.5mm); f.p. 99°C; d. 0.926 5g 312.00 8 24 2 4 moisture sensitive 05-0054 7-{[(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl) 5mg 60.00

benzyl]oxy}-2H-1-benzopyran-2-one CBBE C2H23BO5; FW: 138.01; white pwdr. O O O Note: Sold under license from The Reagents of the O University of California. US Patent application B CH3 61/762,706. Biological Hydrogen Peroxide O CH3 Imaging Kit (FBBBE, CBBE) component. CH3 CH3

BISMUTH (Compounds) $ Price 83-2415 Bismuth(III) 2-ethylhexanoate, ~30% wt/wt Bi in 2-ethylhexanoic acid (99.98%-Bi) [67874-71-9] 50g 71.00 Bi[OOCCH(C H )C H ] ; FW: 638.61; liq. 250g 284.00 2 5 4 9 3

BORON (Compounds) $ Price 05-1015 Tetrahydroxydiboron, min. 95% [13675-18-8] HO OH 1g 22.00 (OH)2BB(OH)2; FW: 89.65; white solid moisture sensitive 5g 49.00 BB 25g 196.00

Technical Notes: HO OH 1. Reagent used for the palladium-catalyzed aryl borylation of aryl halides 2. Reagent used for the copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds.

OH X BF K (OH) BB(OH) B KHF 3 2 2 OH 2 Tech. Note (1) 0.5% Pd(0) Ref. (1) R EtOH R R

X = Br, Cl, I, OTf

1) CyJOhnPhos (2 mol%) O O BF3K CuCl (2 mol%). NaO-t-Bu (30 mol%)

B2(OH)4 (1.2 equiv.), EtOH, rt 1 3 1 3 N 2R R N 2R R Tech. Note (1) 2) KHF 2, MeOH, H2O Ref. (2) R2 R2 References: 1. J. Am. Chem. Soc., 2012, 134, 11667. 2. Org. Lett., 2011,13, 4684. Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714

-2-

CADMIUM (Compounds) $ Price 48-1053 Cadmium selenide/cadmium sulfide CANdot® quantum rod (CdSe/CdS elongated .5ml 72.00 core/shell), 5 mg/ml in hexane, 560nm peak emission [1306-24-7] 2ml 216.00

HAZ CdSe/CdS; (store cold) Note: Sold in collaboration with CAN for research purposes. Technical Note: Stability: Store at 2-8°C in dark under inert atmosphere. Do not freeze. Safety: Hazardous - an additional Dangerous Goods freight charge may apply. ® 48-1059 Cadmium selenide/cadmium sulfide CANdot quantum rod (CdSe/CdS elongated .5ml 72.00 core/shell), 5 mg/ml in hexane, 620nm peak emission [1306-24-7] 2ml 216.00 CdSe/CdS; (store cold) HAZ Note: Sold in collaboration with CAN for research purposes. Technical Note: Stability: Store at 2-8°C in dark under inert atmosphere. Do not freeze. Safety: Hazardous - an additional Dangerous Goods freight charge may apply.

CALCIUM (Compounds) $ Price 20-5025 Calcium trifluoromethanesulfonimide, min. 97% [165324-09-4] 250mg 29.00 Ca(C2F6NO4S2)2; FW: 600.37; white solid 1g 99.00 hygroscopic 5g 415.00

COPPER (Compounds) $ Price

29-7120 Bis(dimethylamino-2-propoxy)copper(II), min. 98% Cu(dmap)2 250mg 60.00 [185827-91-2] 1g 180.00

Cu(C5H12NO)2; FW: 267.86; purple xtl. N Cu N air sensitive, hygroscopic O O 29-0550 Bis(N,N'-dimethylpiperazine)tetra[copper(I) iodide] [1401708-91-5] 500mg 38.00 (CuI) (C H N ) ; FW: 990.18; white pwdr. 2g 76.00 4 6 14 2 2 moisture sensitive, (store cold) 29-0565 (Hexamethylenetetramine)penta[copper(I) cyanide] [1042093-98-0] 500mg 38.00 C H (CuCN) ; FW: 588.00; white pwdr. 2g 76.00 6 12 5 hygroscopic, (store cold) 29-6720 Trifluoromethyl(1,10-phenanthroline)copper(I), 95% 250mg 85.00 ® Trifluoromethylator [1300746-79-5] 1g 285.00 (C H N )CuCF ; FW: 312.76; orange solid 5g 1282.00 12 8 2 3 air sensitive N N Note: Sold in collaboration with CATYLIX for research purposes only. Cu

CF3

CYLINDERS & ADAPTERS (Other) $ Price 96-1075 Swagelok® Cylinder Assembly, 50ml with ” VCR Male Ball Valve and Female Nut, 1cyl 700.00

electropolished for CVD/ALD 96-1076 Swagelok® Cylinder Assembly, 50ml with ” VCR Male Bellows-Sealed Valve 1cyl 900.00

(High Temp) and Female Nut, electropolished for CVD/ALD 96-1078 Swagelok ¼" VCR Male DP high pressure diaphram Valve (High Purity), PCTFE seat, 1cyl 850.00

VCR Metal Gasket Seal Fitting, Round Handle (EP USE) GOLD (Compounds) $ Price 79-0125 Bis{1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2- 100mg 60.00 ylidene}-u-hydroxydigold(I), 99% [1262545-44-7] 500mg 240.00

C54H73Au2N4O; FW: 1188.12; white solid H Technical Note: N O N 1. Catalyst used in a Meyer-Schuster rearrangement reaction. Au Au

O N N OH Au catalyst (2 mol%) Tech. Note (1) Ph MeOH/H2O 10:1 Ph Bu Ref. (1) RT 99% Bu Reference: 1. Organometallics, 2010, 29, 3665.

Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -3-

GOLD (Compounds) $ Price 79-0230 Bis(trifluoromethanesulfonyl)imide(2-dicyclohexylphosphino- 100mg 48.00 2',6'-dimethoxy-1,1'-biphenyl)gold(I), 98% [1121960-90-4] 500mg 192.00

C28H35AuF6NO6PS2; FW: 887.64; white to off-white solid Cy SO2CF3 Technical Notes: P Au SO CF 1. Highly-efficient and regio-selective catalyst for the selective carbonyl migration in Cy 2 3 alkynyl-substituted indole-3-carboxamides. MeO OMe 2. Catalyst used in the hydroarylating/aromatization of arene-diynes. 3. Catalyst used in the selective hydration of substituted alkynes at room temperatures.

O Ar N Ar C C C N SPhos-AuNTf2 Tech. Note (1) Ref. (1) air, toluene, 80°C N N O

R R 5 mol% IPrAuR or basic additive Tech. Note (2) 15 mol% 2.5 mol% Ref. (2) IPrAuNTf2 IPrAuNTf2 + 80°C 80°C

O AuPR3NTF2 (0.5 - 5 mol%) Tech. Note (3) XC C Y C Y Ref. (3)

MeOH, H2O, r.t. X References: 1. Organometallics, 2005, 24, 5221. 65-100% 2. Adv. Synth. Catal., 2012, 354(7), 1273. 3. J. Org. Chem., 2009, 74, 2067. 79-0225 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy- 250mg 90.00 1,1'-biphenyl)gold(I), 98% [854045-95-7] 1g 270.00 Cy C26H35AuClO2P; FW: 642.95; white pwdr. P Au Cl Cy MeO OMe

Technical Note: 1. See 79-0230. 79-0343 Chloro[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino) 250mg 48.00 biphenyl]gold(I), 98% [1196707-11-5] 1g 144.00

C26H36AuClNP; FW: 625.96; white pwdr. P Au Cl H3C N Technical Note: H C 1. See 79-0348. 3

79-0352 2-(Di-t-butylphosphino)biphenyl(acetonitrile)gold(I) 250mg 97.00 hexafluoroantimonate, 99% [866641-66-9] 1g 291.00

C22H30F6AuNPSb; FW: 772.17; white to off-white pwdr. t-Bu air sensitive, moisture sensitive P + - Au SbF6 Technical Notes: t-Bu N 1. Gold catalyst used in the regio-and stereoselective synthesis of functionalized C benzo[b]oxepines.. CH3 2. Gold catalyst used in the cyclization reactions of o-(buta-1,3-diyn-1-yl-)-substituted N-aryl ureas. 3. Gold catalyst used in the cycloisomerization of 1,7-enyne esters to structurally diverse cis-1,2,3,6-tetrahydropyridin-4-yl ketones. 4. Catalyst used in the synthesis of coumarin-containing natural products.

X OR2 2 2 Tech. Note (1) R OH or H2C=COR X COOR Ref. (1) gold catalyst COOR DCE, rt

R1 X = O or NTs 55-99% R1 R1 = alkyl, aryl, heteroaryl

NH2 gold catalyst

o Tech. Note (2) C THF, 100 C, 1 h Ref. (2) N O N

H N O Visit www.strem.com forH new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -4-

GOLD (Compounds) $ Price 79-0352 2-(Di-t-butylphosphino)biphenyl(acetonitrile)gold(I) hexafluoroantimonate, 99% [866641-66-9]

(cont.)

H O Ph O Ph Ph Ph Ph gold catalyst AcO gold catalyst(JohnPhos) Ph Me Ac (10 mol%) (5 mol%) Tech. Note (3) Ref. (3) (CH Cl) H O (CH2Cl)2, 4A MS 2 2, 2 Bn N o 80oC, 24 h 80 C, 24 h Bn N Bn N Ts Ts Ts 75% yield 96% yield

O O

gold catalyst Tech. Note (4) CH Cl , 18oC, 0.5 h Ref. (4) O 2 2 MeO MeO O

OMe OMe References: 1. Org. Lett., 2012, 14, 4742. 2. Org. Lett., 2013, 15, 2616. 3. J. Org.Chem., 2013, 78, 3183. 4. J. Org.Chem., 2013, 78, 9876.

79-0348 [2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl] 250mg 90.00 [bis(trifluoromethyl) sulfonylimido]gold(I), 98% [1188507-66-5] 1g 270.00

C28H36AuF6N2O4PS2; FW: 870.66; yellow pwdr. SO2CF3 P Au N Technical Note: H3C SO CF 1. Catalyst used in the formation of a bisenamine from toluidine and phenylacetylene. N 2 3 H3C

NH2

gold catalyst (5 mole%) N Tech. Note (1) + Ref. (1) no solvent, 50°C, 24 h

CH 3 Reference: 1. J. Org. Chem., 2010, 75, 7780.

79-0355 Tri-t-butylphosphine[bis(trifluoro- (H3C)3C SO2CF3 100mg 42.00 methyl)sulfonylimido]gold(I), 98% [1121960-93-7] 500mg 168.00 (H3C)3C PAu N C12H27AuF6NO4PS2; FW: 679.43; white solid (H3C)3C SO2CF3 Technical Note: 1. Catalyst used for the selective hydration of substituted alkynes at room temperature.

O AuPBut NTf (0.5-5 mol%) 3 2 Tech. Note (1) X Y C Y Ref. (1) MeOH, H2O, r.t. X Reference: 1. J. Org. Chem., 2009, 74, 2067.

HAFNIUM (Compounds) $ Price 98-4022 Tetrakis(dimethylamino)hafnium, 98+% (99.99+%-Hf, <0.2%-Zr) TDMAH, PURATREM, 25g 1375.00 ® 72-8000, contained in 50ml Swagelok cylinder (96-1071) for CVD/ALD [19962-11-9] HAZ Hf(N(CH3)2)4; FW: 354.79; colorless to pale yellow xtl. moisture sensitive, (store cold)

IRIDIUM (Compounds) $ Price 96-3745 Iridicycle Catalyst Kit $ 182 Contains the following: 77-0418 Chloro(pentamethylcyclopentadienyl){5-methoxy-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 100mg 99% Iridicycle-MeO [1258964-48-5] 77-0424 Chloro(pentamethylcyclopentadienyl){5-cyano-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 99% 100mg Iridicycle-CN [1258964-46-3] 77-0428 Chloro(pentamethylcyclopentadienyl){2-{1-[(4-methoxyphenyl)imino-kN]ethyl}naphthyl-kC}iridium(III), 99% 100mg Iridicycle-Naphth 77-0430 Chloro(pentamethylcyclopentadienyl){5-nitro-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 99% 100mg Iridicycle-NO2

77-5030 {1-[(4R)-2-(1-Adamantyl-4,5-dihydrooxazolyl)ethyl]-3-(2,6-di-i-propylphenyl) i-Pr 50mg 74.00 imidazolin-2-ylidene}(1,5-cyclooctadiene)iridium(I) tetrakis 250mg 296.00

[3,5-bis(trifluoromethyl)phenyl]borate, 99% [934621-82-6] C H BF IrN O; FW: 1623.27; orange solid N 70 67 24 3 i-Pr N

+ Technical Note: Ir 1. Catalyst used for the asymmetric hydrogenation of aryl alkenes. N

50 bar H2 O 0.2 - 0.6 mol% cat. Tech. Note (1) Ref. (1) Ph Ph Ph CH2Cl2, 25°C, 2 h Ph

Reference: 1. J. Am. Chem. Soc., 2001, 123, 8878. 77-5031 {1-[(4S)-2-(1-Adamantyl-4,5-dihydrooxazolyl)ethyl]-3-(2,6-di-i-propylphenyl)imidazolin-2- 50mg 74.00 ylidene}(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 250mg 296.00

99% [369657-32-9] C70H65BF24IrN3O; FW: 1623.27; orange solid Technical Note: 1. See 77-5030..

77-0424 Chloro(pentamethylcyclopentadienyl){5-cyano-2- CH3 100mg 48.00 H CO {1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 3 H3C CH3 500mg 192.00

99% Iridicycle-CN [1258964-46-3] H3C CH3 C H ClIrN O; FW: 612.18; red pwdr. Ir 26 28 2 N Cl Note: Sold in collaboration with Yorkshire Process Technology for research purposes only. Developed by Prof. J. Xiao, Liverpool University. Patents GB 1206572.8 and GB 1206573.6. Iridicycle Catalyst Kit component. H3C

Technical Note: CN 1. Catalyst used in the reductive amination of carbonyl groups with unprecedented substrate scope, selectivity and activity.

HOH COOH H OH OH O Ir catalyst HO + NH HO H NH2 HO NH H OH Tech. Note (1) HN HCOOH/Et3N H OH COOH OH OH Ref. (1) Reference: 1. Angew. Chem. Int. Ed., 2010, 49, 7548.

77-0418 Chloro(pentamethylcyclopentadienyl){5-methoxy-2-{1-[(4-methoxy- CH3 100mg 48.00 H CO phenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 99% Iridicycle-MeO 3 H3C CH3 500mg 192.00

[1258964-48-5] H C CH 3 Ir 3 C26H31ClIrNO2; FW: 617.20; orange pwdr. N Cl Note: Sold in collaboration with Yorkshire Process Technology for research purposes only. Developed by Prof. J. Xiao, Liverpool University. H3C Patents GB 1206572.8 and GB 1206573.6. Iridicycle Catalyst Kit component. OCH Technical Note: 3 1. See 77-0418.

IRIDIUM (Compounds) $ Price 77-0428 Chloro(pentamethylcyclopentadienyl){2-{1-[(4-methoxyphenyl) CH3 100mg 48.00 H CO H C CH imino-kN]ethyl}naphthyl-kC}iridium(III), 99% Iridicycle-Naphth 3 3 3 500mg 192.00

H C CH C29H31ClIrNO; FW: 637.23 3 Ir 3 Note: Sold in collaboration with Yorkshire Process Technology for N Cl research purposes only. Developed by Prof. J. Xiao, Liverpool University. Patents GB 1206572.8 and GB 1206573.6. H3C Iridicycle Catalyst Kit component. Technical Note: 1. See 77-0418.

77-0430 Chloro(pentamethylcyclopentadienyl){5-nitro-2-{1-[(4- CH3 100mg 48.00 H CO methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III), 3 H3C CH3 500mg 192.00

99% Iridicycle-NO2 H3C CH3 Ir C25H28ClIrN2O3; FW: 632.17 N Cl Note: Sold in collaboration with Yorkshire Process

Technology for research purposes only. Developed by Prof. H3C J. Xiao, Liverpool University. Patents GB 1206572.8 and GB

1206573.6 Iridicycle Catalyst Kit component. NO2 77-5040 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro 25mg 80.00 [4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) Ph 100mg 240.00 Ph tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% P + (S,S)-(COD)Ir[Bn-SpinPHOX] [1194050-19-5] Ir N C39H42IrNOP(C32H12BF24); FW: 1627.16; red solid; [α]D +63.7° (c 1.0, CHCl3); C m.p. 49-51° O air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. Highly efficient catalyst for the enantioselective hydrogenation of a diverse class of ketimines and α,β-unsaturated substrates.

R' H R'

N catalyst N + H2 Tech. Note (1) Ref. (1) ClCH CH Cl, rt 2 2 Ar R Ar * R

up to 98% ee (X)n OH O OH Tech. Note (2) catalyst Ref. (2)

H (50 atm) (X) 2 O O n CH2Cl2, rt R R R R up to >98/2 dr >99% ee

2 R2 R

OH Ir(I)SpinPHOX OH C 1 mol% C Tech. Note (3) + H2 (30 atm) Ref. (3) O MeOH O 1 R1 R 88-96% ee References: 1. Angew. Chem. Int. Ed., 2009, 48, 5345. 2. Angew. Chem. Int. Ed., 2012, 51, 936. 3. J. Chem. Soc, Chem. Comm., 2010, 46, 156. 77-5041 1,5-Cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]- 25mg 80.00 4,5-dihydro-4-benzyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 100mg 240.00

97% (R.S)-(COD)Ir[Bn-SpinPHOX] [1195511-56-8] C39H42IrNOP(C32H12BF24); FW: 1627.16; red pwdr.; [α]D -2.9° (c 1.0, CHCl3); m.p. 103-105° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. See 77-5040.

IRIDIUM (Compounds) $ Price 77-5046 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-diphenylphosphino)spiro[4.4] 25mg 80.00 nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) tetrakis Ph 100mg 240.00 Ph [3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Ph-SpinPHOX] P + [1194050-21-9] Ir N C38H40IrNOP(C32H12BF24); FW: 1613.13; orange pwdr.; [α]D +97.2° (c 1.0, CHCl3); C m.p. 197-198°; air sensitive O Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. See 77-5040. 77-5047 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]- 25mg 80.00 4,5-dihydro-4-phenyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 100mg 240.00

97% (R,S)-(COD)Ir[Ph-SpinPHOX] [1195511-59-1] C38H40IrNOP(C32H12BF24); FW: 1613.13; red pwdr.; [α]D -10.8° (c 1.0, CHCl3); m.p. 172-174° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. See 77-5040. 77-5051 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona- 25mg 80.00 1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) tetrakis Ph 100mg 240.00 Ph [3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[iPr-SpinPHOX] P + [1195511-66-0] Ir N C35H42IrNOP(C32H12BF24); red-orange pwdr.; [α]D -9° (c 0.37, CHCl3); C

m.p. 172-173°; air sensitive O CH(CH3)2 Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. See 77-5040. 77-5050 1,5-cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4] 25mg 80.00 nona-1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) tetrakis Ph 100mg 240.00 Ph [3,5-bis(trifluoromethyl)phenyl]borate, 97% P + (S,S)-(COD)Ir[iPr-SpinPHOX] [1194050-23-1] Ir N C35H42IrNOP(C32H12BF24); red-orange pwdr.; [α]D +77.6° (c 1.0, CHCl3); C

m.p. 201-203°; air sensitive O CH(CH3)2 Note: Sold in collaboration with SIOC for research purposes only. Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst Kit component. Technical Note: 1. See 77-5040. 77-0455 Di-µ-chlorotetrakis[2-(2-pyridinyl-kN)phenyl-kC]diiridium(III), 250mg 86.00 99% [603109-48-4] 1g 258.00 N N C44H32Cl2Ir2N4; FW: 1072.09; yellow-green xtl. Cl Ir Ir Cl N N

77-1810 Tribenzylphosphine(1,5-cyclooctadiene)[1,3-bis(2,4,6-trimethylphenyl) CH3 H3C 100mg 112.00 imidazol-2-ylidene]iridium(I) hexafluorophosphate, min. 98% 500mg 448.00

[1019853-01-0] H3C NN CH3 + - [Ir(C8H12)(C21H24N2)(C21H21P)] PF6 ; FW: 1054.15; red xtl. CH3 + H3C Technical Note: Ir P 1. Highly active irdium(I) complex used for catalytic hydrogen isotope exchange. Ph X H* X Ph Ph R' R' Iridium catalyst Tech. Note (1) R R Ref. (1)

H* source Reference: H* 1. Chem. Commun., 2008, 1115. 77-1825 Triphenylphosphine(1,5-cyclooctadiene) CH3 H3C 100mg 89.00 [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]iridium(I) 500mg 356.00

hexafluorophosphate, min. 98% [1019852-99-3] H3C NN CH3 + - [Ir(C8H12)(C21H24N2)(C18H15P)] PF6 ; FW: 1012.08; red xtl. CH + H3C 3 Ir Ph P Ph Technical Note: Ph 1. See 77-1810. Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -8-

IRIDIUM (Compounds) $ Price 77-1830 Tris(dimethylphenylphosphine)(1,5-cyclooctadiene) CH3 H3C 100mg 98.00 [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]iridium(I) 500mg 392.00

hexafluorophosphate, min. 98% [1019853-03-2] H3C NN CH3 + - [Ir(C8H12)(C21H24N2)(C8H11P)] PF6 ; red xtl. CH + H C 3 Ir 3 CH P 3 Technical Note: Ph H C 1. See 77-1810. 3

IRON (Compounds) $ Price 26-0315 1',4-Bis(t-butyl)-1,2-bis(diphenylphosphino)-3'-(di-i-propyl- 100mg 48.00 phosphino)ferrocene, 98% HiersoPHOS-1 [1313012-94-0] 500mg 192.00

C48H57FeP3; FW: 782.73 P Technical Notes: P 1. Ligand/palladium complex used for the etherification of functionalized phenols with chloroheteroarenes. (H C) C Fe 2. Direct arylation of heteroaromatics with conjested, functionalized aryl bromides at low 3 3 CH(CH3)2 palladium loadings. (H3C)3C P

[Pd(allyl)Cl]2 R1 Cl R CH(CH3)2 OH Ferrocenyltriphos ligand 1 O N (0.2 mole%) Tech. Note (1) + R 3 Ref. (1) K2PO4 (2 equiv.) o R 1 N toluene, 115 C, 20 h R2 1 R2 R3 0.05-0.5 mol% Pd(OAc)2 R HiersoPHOS-1 Y 3 R Y Br + H R3 X Tech. Note (2) KOAc, Bu4NBr X DMAc, 150 °C 2 Ref. (2) R X = O, S, NR R2 Y = C, N References: 1. Adv. Synth. Catal., 2011, 353(18), 3404. 2. Chem. Eur. J., 2011, 17, 6453. 26-0326 4,4'-Bis(t-butyl)-1,1',2,2'-tetrakis(diphenylphosphino) 100mg 38.00 ferrocene, 98% HiersoPHOS-5 [403815-19-0] 500mg 152.00

C66H62FeP4; FW: 1034.94 P P

(H C) C Fe PPh 3 3 2

(H3C)3C P

26-0318 1',4-Bis(t-butyl)-1,2,3'-tris(diphenylphosphino)ferrocene, 100mg 48.00 98% HiersoPHOS-2 [1159850-42-6] 500mg 192.00

C54H53FeP3; FW: 850.77 P P

(H3C)3C Fe

(H3C)3C P

26-0243 1,1'-Bis{(S)-4,5-dihydro-3H-binaphtho[1,2-c:2',1'-e] 100mg 105.00 phosphino}ferrocene, min. 98% (S,S)-f-Binaphane 500mg 420.00 [544461-38-3] P C54H40FeP2; FW: 806.69; yellow-brown pwdr. air sensitive, light sensitive Fe Note: Sold in collaboration with Chiral Quest for research P purposes only. US Patent No. 6,525,210, US6828271. Technical Notes: 1. Ligand used tfor the preparation of a highly-efficient iridium catalyst for the asymmetric hydrogenation of β-enamine esters. 2. Ligand used for the enantioselective hydrogenation of N-H imines.

+ NH Cl O + 3 NH3 Cl O Tech. Note (1) Ref. (1) O [Ir(COD)Cl] / (S,S)-f-Binaphane * O 2 100 atm H2, MeOH/CH2Cl2 (2:1)

r.t, S/C = 1,000 >99% conv. 95% ee 40°C, S/C = 5,000 >99% conv. 94% ee 40°C, S/C = 10,000 87% conv. 94% ee

NH2Cl + - NH3 Cl [Ir(COD)Cl]2 / (S,S)-f-Binaphane Tech. Note (2) Ref. (2) R1 R2 100 atm H2, rt R1 * R2 Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -9-

IRON (Compounds) $ Price 26-0243 1,1'-Bis{(S)-4,5-dihydro-3H-binaphtho[1,2-c:2',1'-e]phosphino}ferrocene, min. 98% (S,S)-f-Binaphane [544461-38-3]

References: 1. J. Am. Chem. Soc., 2010, 132, 12844. 2. J. Am. Chem. Soc., 2009, 131, 9882.

26-0290 1,1'-Bis(1-diphenylphosphino-1-methylethyl)ferrocene ethanol adduct, 97% CH3 100mg 54.00 HiersoPHOS-6 (Sylphos) [109313-83-9] PPh2 500mg 216.00 C C40H40FeP2∙CH3CH2OH; FW: 638.54 (684.61); orange solid CH3 Fe Technical Notes: H3C 1. Ligand used in the direct catalytic arylation of 2-aryl-Isoxazoles and C Ph P 2-alkyl-Isoxazoles with aryl chlorides 2 H C 2. Ligand used in the direct arylation of 2-ethyl-benzofuran with aryl chlorides 3 3. Ligand used in the direct arylation of 1-ethyl-2-phenylindole with aryl chlorides. 4. Ligand used in the direct arylation of 1,3,5-trimethylpyrazole with aryl hlorides

Pd(OAc) 0.5 mol%, H 2 Tech. Note (1) HiersoPHOS-6 0.5 mol% Ref. (1) + Cl R N Bu NBr, KOAc, O R 4 R' DMAc, 150 °C, N 20 h O R = Me, Ph, etc.

Pd(OAc)2 0.5 mol%, Tech. Note (2) H HiersoPHOS-6 0.5 mol% Ref. (1) + Cl Bu4NBr, KOAc, O R DMAc, 150 °C, O 20 h

Tech. Note (3) Pd(OAc)2 0.5 mol%, H HiersoPHOS-6 0.5 mol% Ref. (1) + Cl Bu NBr, KOAc, Ph 4 N Ph N R DMAc, 150 °C, 20 h

Pd(OAc)2 0.5 mol%, Tech. Note (4) H HiersoPHOS-6 0.5 mol% R Cl Ref. (1) + N Bu4NBr, KOAc, N N R DMAc, 150 °C, N 20 h Reference: 1. ACS Catalysis, 2012, 21, 1033. 26-1640 Bis(hexafluoroacetylacetonato)(N,N,N',N'-tetramethyl- 100mg 60.00 H3C CH3 ethylenediamine)iron(II), min. 98% [73450-43-8] N N 500mg 240.00

H C CH C16H18F12FeN2O4; FW: 586.15; black xtl. 3 Fe 3 Note: Sold under license from Universita degli Studi di Padova for research O O F3C CF3 purposes only. Int. Patent App. PCT/IT2012/000276. Italian Patent App. O O PD2011A000285. Technical Note: CF3 F3C 1. Volatile iron complex used in the CVD of iron oxide thin films. Reference: 1. Inorg. Chim. Acta., 2012, 380, 161. 26-1261 1,1'-Bis{1-[(R)-ferrocenyl-2-(S)-ethyl-1-(diethylamino) 100mg 62.00 phenyl]-(R)-phosphino}ferrocene, min. 97% Trifer 500mg 232.00 [900505-82-0] 2g 790.00 C H Fe N P ; FW: 912.46; orange pwdr. Fe 10g 3160.00 50 54 3 2 2 P CH3 Note: Sold in collaboration with Solvias for research H2N H Fe C purposes only. C H

NH2 H3C P Fe

26-1260 1,1'-Bis{1-[(S)-ferrocenyl-2-(R)-ethyl-1-(dimethylamino)phenyl]-(S)-phosphino} 100mg 62.00 ferrocene, min. 97% Trifer [899811-43-9] 500mg 232.00 C50H54Fe3N2P2; FW: 912.46; orange pwdr. 2g 790.00 Note: Sold in collaboration with Solvias for research purposes only. 10g 3160.00

IRON (Compounds) $ Price

26-1270 (R,S(p), R(SPO)-(1-t-Butylphosphinoyl)-2-[1-(diphenyl- 100mg 80.00 phosphino)ethyl]ferrocene, min. 97% JoSPOphos 500mg 300.00 [1221746-31-1] 2g 999.00 C H FeOP ; FW: 502.35; orange pwdr. 10g 4250.00 28 32 2 O P Note: Sold in collaboration with Solvias for research purposes H P C Fe CH3 only. (H C) C 3 3 H

26-1271 (S, R(p), S(SPO)-(1-t-Butylphosphinoyl)-2-[1-(diphenylphosphino)ethyl]ferrocene, 100mg 80.00 min. 97% JoSPOphos [1221745-31-1] 500mg 300.00 C28H32FeOP2; FW: 502.35; orange pwdr. 2g 999.00 Note: Sold in collaboration with Solvias for research purposes only. 10g 4250.00

26-2515 (R)-1-[(S)-2-Diphenylphosphinoferrocenyl](N-methyl)(N-diphenyl- H3C 100mg 45.00 PPh phosphino)ethylamine (R)-Me-Bophoz [406680-94-2] N 2 500mg 180.00

P C C37H35FeNP2; FW: 611.50 Fe CH3 Note: Sold in collaboration with JM for research purposes only. H Technical Note: 1. Ligand used in the rhodium-catalyzed, asymmetric hydrogenation of β-amido- vinylphosphonates.

O H O H H CN 2 CN chiral Rh-catalyst Tech. Note (1) 3 R R3 Ref. (1) 1 1 OR 100% * OR R2 P 2 R P 1 O OR O OR1 Reference: 1. Tetrahedron Asymm., 2008, 19(10), 1189. 26-2516 (S)-1-[(R)-2-Diphenylphosphinoferrocenyl](N-methyl)(N-diphenylphosphino)ethylamine 100mg 45.00 (S)-Me-Bophoz [406681-09-2] 500mg 180.00

C37H35FeNP2; FW: 611.50 Note: Sold in collaboration with JM for research purposes only. Technical Notes: 1. Ligand used in the asymmetric synthesis of chiral glutaric derivatives via rhodium-catalyzed enantioselective hydrogenation. 2. See 26-2515.

COOCH3 COOCH Rh(COD) BF /Me-Bophoz * 3 R 2 4 R Tech. Note (1) Ref. (1) COOCH CH2Cl2, H2, rt 3 COOCH3

R = H, aryl 75-92% ee 100% conversions Reference: 1. Tetrahedron Asymm., 2009, 20(5), 588. 26-1266 1-{[(R)-Ferrocenyl-2-(S)-ethyl-1-dimethylamino)phenyl]-(R)- 100mg 62.00 phosphino}-1'-dicyclohexylphosphinoferrocene, min. 97% 500mg 232.00 Chenphos [1036373-39-3] 2g 790.00 C H Fe NP ; FW: 745.51; orange pwdr. 10g 3160.00 42 53 2 2 P CH3 Note: Sold in collaboration with Solvias for research purposes H2N Fe C only. H P Fe

26-1265 1-{[(S)-Ferrocenyl-2-(R)-ethyl-1-dimethylamino)phenyl]-(S)-phosphino}-1'- 100mg 62.00 dicyclohexylphosphinoferrocene, min. 97% Chenphos [952586-19-5] 500mg 232.00 C42H53Fe2NP2; FW: 745.51; orange pwdr. 2g 790.00 Note: Sold in collaboration with Solvias for research purposes only. 10g 3160.00

26-2630 Iron(II) carbonate, tech. gr. (Siderite) [14476-16-5] 5g 35.00 FeCO3; FW: 115.85; white to gray pwdr. 25g 140.00

26-2520 Iron 2-ethylhexanoate, 6% (Fe) in mineral spirits (99.998+%-Fe) PURATREM [7321-53-1] 50g 74.00 Fe[OOCCH(C2H5)C4H9]3; FW: 485.46; liq. 250g 296.00

HAZ

26-1268 (R,S(p), R(SPO)-1-Phenylphosphinoyl)-2-[1-(t-butyl- C(CH3)3 100mg 80.00 phosphino)ethyl]ferrocene, min. 97% JoSPOphos C(CH ) 500mg 300.00 O P 3 3 [1221746-66-2] 2g 999.00 C26H36FeOP2; FW: 482.36; orange pwdr. H P C Fe CH3 10g 4250.00 Note: Sold in collaboration with Solvias for research purposes only. H

26-1269 (S, R(p), S(SPO)-1-Phenylphosphinoyl)-2-[1-(t-butylphosphino)ethyl]ferrocene, 100mg 80.00 min. 97% JoSPOphos [1221746-66-2] 500mg 300.00 C26H36FeOP2; FW: 482.36; orange pwdr. 2g 999.00 Note: Sold in collaboration with Solvias for research purposes only. 10g 4250.00

BIOCATALYST KITS $ Price 96-7125 Codex® ATA (Amine Transaminase) Screening Kit (100mg, ATASK-210100) $ 1750

96-7140 Codex® ATA (Amine Transaminase) Screening Kit for Japan $ 1750 (100mg, ATASK-210100JAPAN) 96-7130 Codex® ATA (Amine Transaminase) Screening Kit (250mg, ATASK-210250) $ 3200

96-7150 Codex® ATA (Amine Transaminase) Screening Kit for Japan $ 7750 (1g, ATASK-211000JAPAN) 96-7135 Codex® ATA (Amine Transaminase) Screening Kit (1g, ATASK-211000) $ 7750

96-7145 Codex® ATA (Amine Transaminase) Screening Kit for Japan $ 3200 (250mg, ATASK-210250JAPAN 96-7110 Codex® KRED (Ketoreductase) Screening Kit (100mg, KREDSK-010100) $ 1750

96-7115 Codex® KRED (Ketoreductase) Screening Kit (250mg, KREDSK-010250) $ 3200

96-7120 Codex® KRED (Ketoreductase) Screening Kit (1g, KREDSK-011000) $ 7750

KITS $ Price 96-1575 Cinchona Alkaloid-Derived Organocatalyst Kit - (enantiopure primary amines) for $ 149 Iminium-Enamime Activation Contains the following:

07-1710 (8α, 9S)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90% [1231763-32-8] 100mg 07-1715 (9R)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90% 100mg 07-1718 (8α, 9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine hydrochloride, min. 90% [852913-53-2] 100mg 07-1722 (9R)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride, min. 90% [931098-92-9] 100mg

96-3780 PhenCar-Phos Ligand Kit $ 168 Contains the following:

15-0445 9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole, min. 98% PhenCar-Phos [1308652-64-3] 250mg 15-0493 9-[2-(Di-i-propylphosphino)phenyl]-9H-carbazole, min. 97% i-Pr PhenCar-Phos [1308652-65-4] 250mg 15-0496 9-[2-(Diethylphosphino)phenyl]-9H-carbazole, min. 97% Et PhenCar-Phos [1308652-66-5] 100mg 15-0498 9-[2-(Diphenylphosphino)phenyl]-9H-carbazole, min. 97% Ph PhenCar-Phos [1308652-67-6] 250mg

96-2310 SKP Ligand Kit for asymmetric-allylic amination and cyclopropanation $ 228 Contains the following: 15-4310 (+)-1,13-Bis(diphenyl)phosphino-(5aR,8aR,14aR)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano [3,2-d]xanthene, 97% (R,R,R)-(+)-Ph-SKP 25mg [1360823-43-3] 15-4311 (-)-1,13-Bis(diphenyl)phosphino-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano [3,2-d]xanthene, 97% (S,S,S)-(-)-Ph-SKP 25mg 15-4320 (+)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aR,8aR,14aR)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% 25mg (R,R,R)-(+)-Xyl-SKP 15-4321 (-)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% 25mg (S,S,S)-(-)-Xyl-SKP 15-4330 (+)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aR,8aR,14aR)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% (R,R,R)-(+)- 25mg Tol-SKP 15-4331 (-)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% 25mg (S,S,S)-(-)-Tol-SKP

96-7710 SpinPHOX-Ir Catalyst Kit for enantioselective hydrogenation $ 456 Contains the following:\ 77-5040 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Bn-SpinPHOX] [1194050-19-5] 77-5041 1,5-Cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R.S)-(COD)Ir[Bn-SpinPHOX] [1195511-56-8] 77-5046 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Ph-SpinPHOX] [1194050-21-9] 77-5047 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[Ph-SpinPHOX] [1195511-59-1] 77-5050 1,5-cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[iPr-SpinPHOX] [1194050-23-1] 77-5051 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) 25mg tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[iPr-SpinPHOX] [1195511-66-0]

LITHIUM (Compounds) $ Price 03-0753 Lithium aluminum hydride 2.2M (10wt% ±1wt%) in 2-methyltetrahydrofuran [16853-85-3] 0.05mole 21.00 0.25mole 50.00 LiAlH4; FW: 37.94; liq. air sensitive, moisture sensitive HAZ Note: A product of Rockwood Lithium. Sold for R&D purposes only. 03-0784 Lithium 2-methyl-2-butoxide 3.1M (40wt% ±1wt%) in heptane [53535-81-2] 0.25mole 25.00

[CH3CH2(CH3)2CO]2Li; FW: 94.08; liq. air sensitive, moisture sensitive HAZ Note: A product of Rockwood Lithium. Sold for R&D purposes only. MAGNESIUM (Compounds) $ Price 98-4010 Bis(ethylcyclopentadienyl)magnesium, min. 98%, 12-0510, contained in high-temp 50ml 10g 1455.00

Swagelok® cylinder (96-1071) for CVD/ALD [114460-02-5] HAZ (C2H5C5H4)2Mg; FW: 210.60; colorless to pale yellow liq. air sensitive, moisture sensitive 12-1045 Bis(pentamethylcyclopentadienyl)magnesium, min. 98% [74507-64-5] 500mg 70.00 [(CH ) C ] Mg; white to yellow xtl. 2g 210.00 3 5 5 2 amp air sensitive, moisture sensitive HAZ 98-4069 Bis(2,2,6,6-tetramethyl-3,5-heptanedionato)magnesium, anhydrous, min. 98% 15g 1425.00 [Mg(TMHD)2] , 12-0900, contained in 50 ml Swagelok® cylinder (96-1071) for CVD/ALD [21361-35-3] Mg(C11H19O2)2; FW: 390.85; white pwdr. hygroscopic 12-0801 Magnesium bis(di-i-propylamide) 0.7M (18wt% ±2wt%) in tetrahydrofuran [23293-23-4] 0.05mole 36.00 0.25mole 99.00 {[(CH3)2CH]2N}2Mg; FW: 224.67; liq. air sensitive, moisture sensitive HAZ Note: A product of Rockwood Lithium. Sold for R&D purposes only.

MANGANESE (Compounds) $ Price

25-0230 Bis(N,N'-di-i-propylpentylamidinato)manganese(II), (CH3)2HC CH(CH3)2 250mg 140.00 min. 98% [1188406-04-3] 1g 420.00 N N C22H46MnN4; FW: 421.57; brown solid Mn CH CH CH CH air sensitive H3CH2CH2CH2C 2 2 2 3 Note: Product sold under, use subject to, terms and conditions of N N label license at www.strem.com/harvard2. (CH3)2HC CH(CH3)2

MOLYBDENUM (Compounds) $ Price 42-7500 Trichlorotris(tetrahydrofuran)molybdenum(III), min. 95% [31355-55-2] 1g 84.00 MoCl (C H O) ; FW: 418.62; light orange solid 5g 336.00 3 4 8 3 HAZ moisture sensitive

NANOMATERIALS – CARBON (Elemental Forms) $ Price 06-0274 Graphene film, monolayer, on copper foil (1cm x 1cm) [1034343-98-0] 2pcs 140.00

foil 100% coverage, >95% single atomic layer Average grain (crystal/domain) size: >~100 micron Average sheet resistance (on non-conductive substrate): 400 OPS (+/- 200 OPS) Average transmission: T >96% (on transparent substrate, i.e. ~4% lower than substrate T)

NANOMATERIALS – COPPER (Elemental Forms) $ Price 29-0092 Copper nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-50-8] brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 29-0096 Copper nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-50-8] brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 29-0098 Copper nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-50-8] 100ml 708.00

yellowish-brown liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – GOLD (Elemental Forms) $ Price 79-0180 Gold Nanoparticles (5 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

79-0184 Gold Nanoparticles (10 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

79-0186 Gold Nanoparticles (15 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

79-0188 Gold Nanoparticles (20 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

79-0190 Gold Nanoparticles (30 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

79-0192 Gold Nanoparticles (40 nm diameter, OD 1, stabilized suspension in 25ml 86.00 phosphate-buffered saline) reactant free 100ml 279.00

96-1545 Gold Nanoparticles Kit, Reactant-Free (5nm-40nm diameter, OD 1, suspension in $ 505 phosphate-buffered saline Contains the following: 79-0180 Gold Nanoparticles (5 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0184 Gold Nanoparticles (10 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0186 Gold Nanoparticles (15 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0188 Gold Nanoparticles (20 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0190 Gold Nanoparticles (30 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0192 Gold Nanoparticles (40 nm diameter, OD 1, stabilized suspension in phosphate-buffered saline) reactant free 25ml 79-0182 Gold Nanoparticles (5 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

79-0210 Gold Nanoparticles (10 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

79-0212 Gold Nanoparticles (15 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

79-0214 Gold Nanoparticles (20 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

79-0216 Gold Nanoparticles (30 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

79-0218 Gold Nanoparticles (40 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 76.00 100ml 244.00

96-1547 Gold Nanoparticles Kit (5nm-40nm diameter, OD 1, stabilized suspension citrate buffer) $ 447 Contains the following: 79-0182 Gold Nanoparticles (5 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0210 Gold Nanoparticles (10 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0212 Gold Nanoparticles (15 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0214 Gold Nanoparticles (20 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0216 Gold Nanoparticles (30 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0218 Gold Nanoparticles (40 nm diameter, OD 1, stabilized suspension citrate buffer) 25ml 79-0410 Gold nanoparticles, pure, (10-15nm) in water at 100mg/L (surfactant and reactant-free, 25ml 405.00 OD>1, stabilized with < 0.01 mmol/l of citrate) [7440-57-5] red. liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 79-0412 Gold nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-57-5] red liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 79-0414 Gold nanoparticles, pure, (10-15nm) in ethylene glycol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-57-5] reddish-purple liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 79-0416 Gold nanoparticles, pure, (10-15nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-57-5] red liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 79-0420 Gold nanoparticles, pure, (50-70nm) in water at 100mg/L (surfactant and reactant-free, 25ml 405.00 OD>1, stabilized with < 0.01 mmol/l of citrate) [7440-57-5] reddish-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – GOLD (Elemental Forms) $ Price 79-0422 Gold nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-57-5] red liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 79-0424 Gold nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-57-5] reddish-brown liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 79-0426 Gold nanoparticles, pure, (50-70nm) in isopropanol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-57-5] red liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 79-0428 Gold nanoparticles, pure, (50-70nm) in water at 500mg/L (surfactant and reactant-free, 25ml 810.00 OD>5, stabilized with < 0.01 mmol/l of citrate) [7440-57-5] dark red liq. 100ml 1350.00

585nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00 light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months. 79-0313 Gold NanoUrchins (60nm diameter, 1 OD, 0.1 mM in phosphate-buffered saline, 20ml 72.00 585nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00

light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months. 79-0315 Gold NanoUrchins (70nm diameter, 1 OD, 0.1 mM in phosphate-buffered saline, 20ml 72.00

600nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00 light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months. 79-0318 Gold NanoUrchins (80nm diameter, 1 OD, 0.1 mM in phosphate-buffered saline, 20ml 72.00

620nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00 light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months. 79-0320 Gold NanoUrchins (90nm diameter, 1 OD, 0.1 mM in phosphate-buffered saline, 20ml 72.00 630nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00

light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months. 79-0323 Gold NanoUrchins (100nm diameter, 1 OD, 0.1 mM in phosphate-buffered saline, 20ml 72.00

680nm abs. max.) >95.0% reactant free blue liq. 100ml 282.00 light sensitive, (store cold) Note: Store away from direct sunlight at 4°C. Do not freeze. Shelf life 6 months.

NANOMATERIALS – PALLADIUM (Elemental Forms) $ Price 46-4010 Palladium nanoparticles, pure, (10-15nm) in water at 100mg/L (surfactant and reactant- 25ml 405.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-05-3] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 46-4012 Palladium nanoparticles, pure, (10-15nm) in acetone at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-05-3] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 46-4020 Palladium nanoparticles, pure, (50-70nm) in water at 100mg/L (surfactant and reactant- 25ml 405.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-05-3] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 46-4022 Palladium nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-05-3] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 46-4024 Palladium nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-05-3] grey liq. 100ml 708.00

dark-grey liq. Note: Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – PLATINUM (Elemental Forms) $ Price 78-1405 Platinum nanoparticles, pure, (10-15nm) in water at 30mg/L 25ml 0.00 (surfactant and reactant-free, stabilized with <0.01 mmol/l of citrate) [7440-06-4] 100ml 175.00

HAZ Note: FREE SAMPLE - See Special Offer tab. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 6 months. Sold in collaboration with Particular® for research purposes only. 78-1402 Platinum nanoparticles, pure, (10-15nm) in water at 100mg/L (surfactant and reactant- 25ml 405.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-06-4] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 78-1404 Platinum nanoparticles, pure, (10-15nm) in acetone at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-06-4] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 78-1410 Platinum nanoparticles, pure, (10-15nm) in water at 500mg/L (surfactant and reactant- 25ml 810.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-06-4] black liq. 100ml 1350.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 78-1412 Platinum nanoparticles, pure, (50-70nm) in water at 100mg/L (surfactant and reactant- 25ml 405.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-06-4] grey liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 78-1414 Platinum nanoparticles, pure, (50-70nm) in acetone at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-06-4] grey liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 78-1416 Platinum nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-06-4] grey liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 78-1418 Platinum nanoparticles, pure, (50-70nm) in isopropanol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-06-4] grey liq. 100ml 708.00 Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 78-1422 Platinum nanoparticles, pure, (50-70nm) in water at 500mg/L (surfactant and reactant- 25ml 810.00 free, stabilized with < 0.01 mmol/l of citrate) [7440-06-4] dark-grey liq. 100ml 1350.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. NANOMATERIALS – RHODIUM (Elemental Forms) $ Price 45-1322 Rhodium nanoparticles, pure, (10-15nm) in water at 100mg/L 25ml 405.00 (surfactant and reactant-free, stabilized with < 0.01 mmol/l of citrate) [7440-16-6] 100ml 708.00

grey-brown liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 45-1324 Rhodium nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free)) [7440-16-6] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 45-1328 Rhodium nanoparticles, pure, (10-15nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-16-6] grey-brown liq. 100ml 708.00

black liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 45-1332 Rhodium nanoparticles, pure, (50-70nm) in water at 100mg/L 25ml 405.00 (surfactant and reactant-free, stabilized with < 0.01 mmol/l of citrate) [7440-16-6] 100ml 708.00

grey liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 45-1334 Rhodium nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-16-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – RHODIUM (Elemental Forms) $ Price 45-1336 Rhodium nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-16-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 45-1338 Rhodium nanoparticles, pure, (50-70nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-16-6] grey liq. 100ml 708.00

dark grey liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. NANOMATERIALS – RUTHENIUM (Elemental Forms) $ Price 44-2810 Ruthenium nanoparticles, pure, (10-15nm) in water at 100mg/L 25ml 405.00 (surfactant and reactant-free, stabilized with < 0.01 mmol/l of citrate) [7440-18-8] 100ml 708.00

grey-brown liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 44-2812 Ruthenium nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-18-8] grey-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 44-2816 Ruthenium nanoparticles, pure, (10-15nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-18-8] grey liq. 100ml 708.00

black liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 44-2820 Ruthenium nanoparticles, pure, (50-70nm) in water at 100mg/L 25ml 405.00 (surfactant and reactant-free, stabilized with < 0.01 mmol/l of citrate) [7440-18-8] 100ml 708.00

grey liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 44-2822 Ruthenium nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-18-8] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 44-2824 Ruthenium nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-18-8] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 44-2826 Ruthenium nanoparticles, pure, (50-70nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-18-8] grey liq. 100ml 708.00

grey liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. NANOMATERIALS – SILVER (Elemental Forms) $ Price 47-0710 Silver nanoparticles, pure, (10-15nm) in water at 100mg/L (surfactant and reactant-free, 25ml 405.00 stabilized with < 0.01 mmol/l of citrate) [7440-22-4] yellow liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 47-0712 Silver nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-22-4] yellowish-brown liq. 100ml 708.00

yellowish-grey liq. Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – SILVER (Elemental Forms) $ Price 47-0720 Silver nanoparticles, pure, (50-70nm) in water at 100mg/L (surfactant and reactant-free, 25ml 405.00 stabilized with < 0.01 mmol/l of citrate) [7440-22-4] yellow liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Sold in collaboration with Particular® for research purposes only. 47-0722 Silver nanoparticles, pure, (50-70nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-22-4] yellowish-brown liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 47-0726 Silver nanoparticles, pure, (50-70nm) in isopropanol at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-22-4] 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. NANOMATERIALS – TITANIUM (Elemental Forms) $ Price 22-0192 Titanium nanoparticles, pure, (10-15nm) in acetone at 100mg/L 25ml 405.00 (surfactant and reactant-free) [7440-32-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 22-0194 Titanium nanoparticles, pure, (10-15nm) in ethylene glycol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-32-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 2 months. Sold in collaboration with Particular® for research purposes only. 22-0198 Titanium nanoparticles, pure, (50-70nm) in ethylene glycol at 100mg/L (surfactant and 25ml 405.00 reactant-free) [7440-32-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only. 22-0203 Titanium nanoparticles, pure, (50-70nm) in isopropanol at 100 mg/L 25ml 405.00 (surfactant and reactant-free) [7440-32-6] grey liq. 100ml 708.00

Note: Made to order. Manufactured by laser ablation. Store at room temperature (up to 25°C). Do not freeze. Shelf life 12 months. Sold in collaboration with Particular® for research purposes only.

NANOMATERIALS – CARBON (Compounds) $ Price 06-1060 Polydiacetylenenanotube (PDNT-12-8-22Br) 100mg 68.00 Note: Sold in collaboration with LIG Sciences for research purposes only. US Patent No. 7,666,911. 500mg 272.00

NANOMATERIALS – LEAD (Compounds) $ Price 82-1050 Lead sulfide CANdots® quantum dot (core), 50umol/L in toluene, 1000nm peak emission 5ml 85.00 [1314-87-0] 25ml 340.00

Note: Sold in collaboration with CAN for R&D purposes. Suggest use within 6 months of purchase.

NANOMATERIALS - MAGNESIUM (Compounds) $ Price 12-1405 Magnesium oxide nanopowder [1309-48-4] 25g 33.00 MgO; FW: 40.31; white pwdr. 100g 99.00

NANOMATERIALS - ZINC (Compounds) $ Price 30-1405 Zinc oxide nanopowder [1314-13-2] 25g 32.00 ZnO; FW: 81.37; white pwdr. 100g 66.00

NANOMATERIALS (Surfactants & Ligands for Nano synthesis) $ Price 07-1668 Oleylamine, min. 95% [112-90-3] H H 5g 40.00 CH (CH ) CH=CH(CH ) CH NH ; FW: 267.49; colorless 25g 90.00 3 2 7 2 7 2 2 liq.; m.p. 18-26°; b.p. 348-350°; d. 0.813 H3C(H2C)6H2C CH2(CH2)6CH2NH2

NICKEL (Compounds) $ Price

28-0045 Bis(N,N'-di-t-butylacetamidinato)nickel(II), (99.999%-Ni) C(CH3)3 250mg 85.00 PURATREM [940895-79-4] C(CH3)3 1g 255.00 N C20H42N4Ni; FW: 397.27; off-white xtl.; m.p. 87° N 5g 1020.00 H3C Ni CH3 25g 4084.00 air sensitive N N C(CH3)3 C(CH3)3

NICKEL (Compounds) $ Price 28-1330 trans-Bis(dicyclohexylphenylphosphino)nickel(II) chloride, 99% [19232-03-2] 250mg 46.00 C36H34Cl2NiP2; FW: 658.20; purple pwdr. 1g 138.00

Technical Notes: Cl P 1. Catalyst used for the coupling of alkenes, aldehydes, and siyl triflates. 2. Catalyst used for the cross-coupling of aryl Grignard reagents with aromatic ethers. Ni P Cl OSiEt3 OSiEt3 xeh-n Ni complex TESOTf xeh-n tnep-n ++ O Et3N toluene, rt Tech. Note (1) Ref. (1) H

OR' MgBr

Ni catalyst Tech. Note (1) + Ref. (2) nonpolar solvent R References: R 1. J. Am. Chem. Soc., 2007, 129, 9592. 2. Topics in Catalysis, 2010, 53, 1015. 3. J. Am. Chem. Soc., 2009, 131, 10354. 28-0150 Chlorobis(dicyclohexylphenylphosphino)(2-methylphenyl)nickel(II), 99% 100mg 52.00 [1419179-26-2] 500mg 208.00

C43H61ClNiP2; FW: 734.04; purple pwdr. Technical Note: Cl P 1. Air-stable precatalyst for the internally selective benzylation of terminal alkenes. Ni P cat. (5 mol%) R2 Cl Et3N (6 equiv) H3C 1 + 1 R R2 R Tech. Note (1) TMSOTf (1.5 equiv) Ref. (1) CH Cl , rt, 4-8 h 1-5 equiv 2 2 Reference: 1. J. Am. Chem. Soc., 2013, 135, 1585.

NITROGEN (Compounds) $ Price 07-1712 (8α, 9S)-(+)-9-Amino-cinchonan-6'-ol, min. 90% [960050-59-3] OH 50mg 74.00 C H N O; FW: 309.41; off-white to pale brown pwdr.; [α] +107.9° (c 1.0, CHCl ) 250mg 296.00 19 23 3 D 3 (store cold) NH2

N Technical Note: H 1. Visit www.strem.com. N 07-1717 (9R)-(+)-9-Amino-cinchonan-6'-ol, min. 90% [960050-60-6] OH 50mg 74.00 C H N O; FW: 309.41; off-white to pale brown pwdr.; 250mg 296.00 19 23 3 [α]D +66.9° (c 1.0, CHCl3) NH2 (store cold)

N Technical Note: H 1. Visit www.strem.com. N 07-2345 N-[(1R,2R)-2-Amino-1,2-diphenyl)ethyl]-2,4,6-tris(1- 1g 48.00 methylethyl)benzenesulfonamide, 98% (R,R)-TipsDPEN 5g 137.00

[852212-92-1] CH(CH3)2 C29H38N2O2S; FW: 478.69; white solid N N Note: Manufactured under license of Takasago patent. H H H

(H3C)2HC CH(CH3)2 07-2346 N-[(1S,2S)-2-Amino-1,2-diphenyl)ethyl]-2,4,6-tris(1-methylethyl)benzenesulfonamide, 1g 48.00 98% (S,S)-TipsDPEN [247923-41-7] 5g 137.00

C29H38N2O2S; FW: 478.69; white solid Note: Manufactured under license of Takasago patent. 07-0216 N,N'-Bis(2,6-bis(diphenylmethyl)-4- Ph Ph 250mg 60.00 methoxyphenyl)imidazol-2-ylidene, min. 98% Ph Ph 1g 180.00

HAZ [1416368-06-3]

C69H56N2O2; FW: 945.20; white pwdr. H3CO N N OCH3 air sensitive, moisture sensitive

Ph Ph Ph Ph Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -19-

NITROGEN (Compounds) $ Price 07-0358 1,3-Bis[2,6-bis(1-ethylpropyl)phenyl]imidazolium chloride, H H 500mg 66.00 Et Et Et Et 98% IPentHCl [1440435-00-6] C C 2g 198.00

C35H53ClN2; FW: 537.26; white pwdr. NN Cl- H Et Et C C H H Et Et

07-1235 (4S,4'S)-2,2'-(1,3-Bis[4-(t-butyl)phenyl)propane-2,2-diyl] (H3C)3C C(CH3)3 250mg 49.00 bis(4-phenyl-4,5-dihydrooxazole) (S)-BTBBPh-SaBOX 1g 147.00

[1428328-51-1] O O C41H46N2O2; white pwdr.

NN Technical Note: 1. Ligand used in the copper-catalyzed, highly enantioselective synthesis of 1,1-cyclopropane diesters.

BTBBPh-SaBOX R2 MeO C CO Me H R3 2 2 CuPF 6 H (10 mol%) R2 CO2Me R1 + I Ph 1 Tech. Note (1) 3 toluene, -40 °C R CO 2Me R Ref. (1) R1 = aryl, alkyl; R2 = H, Me; up to 99% yield >99% ee R3 = H, alkyl, alkenyl

Reference: 1. Angew. Chem. Int. Ed., 2012, 51, 11620.

07-1228 (3aS,3a'S,8aR,8a'R)-2,2'-(1,3-Bis(3,5-di-t-butylphenyl)propane- (H3C)3C C(CH3)3 100mg 48.00 2,2-diyl)bis(8,8a-dihydro-3aH-indeno[1,2-d]oxazole) 500mg 192.00

(S,R)-BDTBIn-SaBOX [1435467-29-0] C51H62N2O2; FW: 735.05; white solid

Technical Note: (H3C)3C O O C(CH3)3 1. Ligand used in the copper-catalyzed, highly enantioselective cyclopentannulation of indoles with donor-acceptor cyclopropanes. NN

PMP CH 3 H3C PMP Cu(OTf)2 (10 mol%) Ligand (1 mol%) Tech. Note (1) + Ref. (1) toluene, N2, rt C(O)OCH3 N N H CO(O)C C(O)OCH 3 3 H C(O)OCH 3 Bn Bn

Reference: 1. J. Am. Chem. Soc., 2013, 135, 7851. 07-0428 2,6-Bis(dimethylamino)-2'-bromo-1,1'-biphenyl, min. 98% 250mg 49.00 [1160556-63-7] 1g 196.00

C16H19BrN2; FW: 319.24; brown solid (H3C)2N N(CH3)2

07-0625 1,3-Bis(2,6-di-i-propylphenyl)-2,2-difluoroimidazoline, 100mg 70.00 min. 95% (PhenoFluor®) [1314657-40-3] 500mg 280.00

C27H36F2N2; FW: 426.59; colorless solid moisture sensitive NN

F F

07-6008 (1R,2R)-1,2-Bis(2-hydroxyphenyl)ethane-1,2-diamine, min. 97% 250mg 45.00 [870991-70-1] 1g 80.00

C14H16N2O2; FW: 244.29; white to off-white pwdr. air sensitive HO OH H2N NH2 07-6009 (1S,2S)-1,2-Bis(2-hydroxyphenyl)ethane-1,2-diamine, min. 97% [119386-71-9] 250mg 45.00 C H N O ; FW: 244.29; white to off-white pwdr. 1g 80.00 14 16 2 2 air sensitive

NITROGEN (Compounds) $ Price CH 07-0558 2-[2,6-Bis(1-methylethyl)phenyl]-3,3,6,8-tetramethyl-2- H C 3 100mg 49.00 3 CH3 azoniaspiro[4.5]dec -1,7-diene tetrafluoroborate Trivertal-CAAC CH(CH ) 500mg 196.00 3 2 C H BF N; FW: 439.38; white pwdr. + 25 38 4 N hygroscopic Note: US Patent Application 11/449,568 and PCT Application US06/22477. CH 3 CH(CH3)2 07-1226 (2R,4S)-3-[(R)-cyclopentyl(1-methyl-1H-imidazol-2-yl)methyl]-4- (H3C)2HC 50mg 40.00 (i-propyl)-2-methoxyoxazolidine, 99% [1373441-02-1] 250mg 70.00

C17H29N3O2; FW: 307.43; white pwdr. air sensitive, moisture sensitive NO

H3C N OCH3 N

07-1227 (2R,4S)-3-[(S)-cyclopentyl(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2- 50mg 40.00 methoxyoxazolidine, 99% 250mg 70.00

C17H29N3O2; FW: 307.43; white pwdr. air sensitive, moisture sensitive

07-1718 (8α, 9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine hydrochloride, O 100mg 39.00 min. 90% 500mg 156.00

C20H27N3O·3HCl; FW: 361.91; white to off-white pwdr. NH2 (store cold) N HCl Technical Note: H 1. Chinchona alkaloid derivative that promotes high enantioselective. N

[Pd(allyl)Cl]2 R1 Cl R OH Ferrocenyltriphos ligand 1 O N (0.2 mole%) Tech. Note (1)

+ R 3 Ref. (1) K2PO4 (2 equiv.) o R N toluene, 115 C, 20 h 2 R2 R3

Reference: 1. Adv. Synth. Catal., 2011, 353(18), 3403. 07-1722 (9R)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride, OCH3 100mg 39.00 min. 90% [931098-92-9] 500mg 156.00 NH2 C20H27N3O·3HCl; FW: 434.83; white to off-white pwdr. (store cold) 3HCl N Technical Note: H N 1. See 07-1710. 07-0435 1,4-Di(4'-pyrazolyl)benzene, min. 97% N N 100mg 72.00 [1036248-62-0] 500mg 288.00 N N C12H10N4; FW: 210.24; pale yellow solid H H 07-0970 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro-6,11,11-trimethyl-2-(2,3,4,5,6- F 250mg 84.00 pentafluorophenyl)-6,9-methano-4H-[1,2,4]triazolo[3,4-c][1,4]benzoxazinium 1g 252.00 F F CH tetrafluoroborate [1037287-81-2] H3C 3 C19H19F5N3O; FW: 400.37; white pwdr. + N F hygroscopic N Note: Sold in collaboration with SIOC for research purposes only. N F Patent ZL200810033107.0. H C 3 O Technical Notes: 1. Chiral ligand used in the diastereoselective and enantioselective desymmetrization of α-substituted cyclohexadienones via an intamolecular Stetter reaction. 2. N-Heterocyclic, carbene-catalyzed, enantioselective intramolecular N-tethered aldehyde-ketone reactions. 3. Desymmetrization of cyclohexadienones via intramolecular Stetter reaction to construct tricylic carbocycles.

O O

R2 R2 R2 R2

O oxazinium salt O 10 mol% up to 96% yield Tech. Note (1) up to >99% ee R1 R1 Ref. (1) N KHMDS (10 mol%) N toluene, rt

I O I O

R1 = aryl, 2-thienyl, alkyl 2 R = Me, Et, i-Pr

NITROGEN (Compounds) $ Price 07-0970 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro-6,11,11-trimethyl-2-(2,3,4,5,6-pentafluorophenyl)-6,9-methano-4H- [1,2,4]triazolo[3,4-c][1,4]benzoxazinium tetrafluoroborate [1037287-81-2] (cont.) C19H19F5N3O; FW: 400.37; white pwdr. hygroscopic

Note: Sold in collaboration with SIOC for research purposes only. Patent ZL200810033107.0.

O O OH oxazinium salt Tech. Note (2) H 15 mol% R3 R3 R2 Ref. (2) R2 NaOAc (10 mol%) N dioxane, rt N

R1 O R1 up to 96% yield O up to 92% ee 1 R O R1O O oxazinium salt * 10 mol% 2 R2 Tech. Note (3) R * H KOAc (10 mol%) Ref. (3) Et2O, 0°C O O up to 96% yield up to >89% ee References: 1. J. Org. Chem., 2012, 77, 10996. 2. ACS Catalysis, 2013, 3(4), 622. 3, Synlett, 2013, 24(10), 622. H C CH 07-0975 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro-6,11,11- CH 3 3 250mg 84.00 H3C 3 trimethyl-2-(2,4,6-trimethylphenyl)-6,9-methano-4H- 1g 252.00 [1,2,4]triazolo[3,4-c][1,4]benzoxazinium + N tetrafluoroborate [1037287-79-8] N

C22H30N3O; FW: 352.49; white to off-white pwdr. N CH3 hygroscopic H C 3 O Note: Sold in collaboration with SIOC for research purposes only. Patent ZL200810033107.0. Technical Note: 1. See 07-0970 (page !_!blue07-0970!_!). 07-1710 (8α, 9S)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90% [1231763-32-8] 100mg 39.00 C20H25N3O·3HCl; FW: 432.81; pale yellow pwdr. 500mg 156.00 (store cold) O Technical Notes: 1. Aza-Michael reactions on α,β-unsaturated ketones. NH2 2. Epoxidation of α,β-unsaturated ketones. 3. Epoxidation of α,β-unsaturated aldehydes. N 3HCl H 4. Nitrocyclopropanation of α,β-unsaturated ketones. N 5. Diels-Alder reaction. 6. Intramolecular aldolization of diketones. 7. Friedel-Crafts alkylation of indoles with α,β-unsaturated ketones. 8. Friedel-Crafts/amination cascade reactions with a-substituted α,β-unsaturated aldehydes. 9. Aziridination of acyclic α,β-unsaturated ketones. 10. Aziridination of cyclic α,β-unsaturated ketones. 11. Double Michael cascade process. 12. α-fluorination od cyclic ketones. O RO Boc RO Boc N O Tech. Note (1) + N R1 R2 H Ref. (1) R1 R2

O Ph OOH O O Tech. Note (2) + R1 R2 R1 R2 Ref. (2)

O O H2O2 O R1 H R1 H Tech. Note (3) Ref. (3) R2 R2

NITROGEN (Compounds) $ Price 07-1710 (8α, 9S)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90% [1231763-32-8]

(cont.)

O O H Br NO2

NO2 Tech. Note (4) Ref. (4) H O EWG Ph + EWG Tech. Note (5) Ref. (5) Ph O O O Tech. Note (6) Ref. (6) R O R

R O R1 O Tech. Note (7) + Ref. (7) R R1 R2 R N 2 H HN O H R2 O H R 4 R5OOC N N N R4 R ++ COOR5 3 R 2 H Tech. Note (8) N N COOR5 H R1 COOR5 N R3 Ref. (8) H O Cbz TsO Cbz O Tech. Note (9) + N N R1 R2 H Ref. (9) R R 1 2 O O Tech. Note (10) TsO Boc + N N Boc Ref. (10) H

O O EtOOC CN R2 + Tech. Note (11) R 1 R2 Ref. (11) Ph R Ph 1 NC COOEt

O O NSFI F catalyst Tech. Note (12) -10° C Ref. (12) THF, i-PrOH References: 1. Angew. Chem. Int. Ed., 2008, 47, 7710. 2. J. Am. Chem. Soc., 2008, 130, 8134. 3. J. Am. Chem. Soc., 2010, 132, 10227. 4. Chem. Eur. J., 2009, 15, 972. 5. Angew. Chem. Int. Ed., 2012, 51, 4401. 6. Angew. Chem. Int. Ed., 2008, 47, 7656. 7. Org. Lett., 2007, 9, 1403. 8. Chem. Int. Ed., 2009, 48, 7892. 9. Angew. Chem. Int. Ed., 2008, 47, 8703. 10. Chem. Asian J., 2010, 5, 1652. 11. Angew. Chem. Int. Ed., 2009, 48, 7196. 12. J. Am. Chem. Soc., 2011, 133, 1738.

07-1715 (9R)-6'-Methoxycinchonan-9-amine trihydrochloride, OCH3 100mg 39.00 min. 90% 500mg 156.00

C20H25N3O·3HCl; FW: 432.81; white to off-white pwdr. NH2 (store cold) 3HCl N Technical Note: H 1. See 07-1710. N

NITROGEN (Compounds) $ Price 07-1219 (4S,4'S)-2,2'-(1-Phenylpropane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole) 250mg 40.00 (S)-BnPh-SaBOX [1404433-37-9] 1g 120.00

C27H26N2O2; FW: 410.51; white solid H3C

Technical Note: O O 1. Ligand used in the copper-catalyzed, highly diastereo- and enantioselective cyclopropanation of 1,2-disubstituted alkenes. NN O

H (S)-BnPh-SaBOX/CuOTf CO R OR 2 (5 mol%) N2 + 1 2 Tech. Note (1) CH CO Bui, 30 °C, 4 Å MS R R Ref. (1) R2 3 2 R1 R = 2,6-Me C H up to 99% yield 2 6 3 >99:1 trans/cis 1 2 98% ee R = aryl, R = alkyl catalyst loading can be lowered to 0.05 mol% Reference: 1. Angew. Chem. Int. Ed., 2012, 51, 8838. 07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH- 250mg 56.00 indeno[1,2-d]oxazole) (S,R)-In-TOX [1239015-11-2] O 1g 168.00

C33H29N3O3; FW: 515.60; white solid H C 3 N Technical Notes: O O 1. Ligand used in the nickel-catalyzed, highly enantioselective, ring-opening reactions and kinetic resolution of donor-acceptor cyclopropanes with amines. NN 2. Ligand used in the nickel- catalyzed, highly enantioselective, [3+3] cycloaddition of aromatic azomethine imines with cyclopropanes. 3. Highly efficient and enantioselective, α-arylation of cycloalkanones via a scandium- catalyzed diazoalkane-carbonyl homologation. 4. Ligand used in the copper-catalyzed, asymmetric Nazarov reaction, 5. Ligand used in the copper-catalyzed coupling of alkynes with nitrones.

(S,R)-In-TOX/Ni(ClO4)2 2 3 CO2R R R R2 R3 (10 mol%) N CO2R CO2R + N Tech. Note (1) H 1 1 o R CO2R R DME, 4 Å MS, 40 C, N2 Ref. (1)

R1 = aryl, heteroaryl up to 99% yield, up to 98% ee R2, R3 = aryl, alkyl, allyl etc.

CO R X 2 (S,R)-In-TOX/Ni(ClO4)2 N X (10 mol %) NCOR2 + N Tech. Note (2) 1 CO2R 2 NCOR RO2C Ref. (2) R DME, 4 Å MS R1 RO2C R1 = aryl, heteroaryl, vinyl 40 °C, N2 81-99% yield 2 R = alkyl, R = aryl up to >20:1 dr 86-98% ee O O (R,S)-In-TOX/Sc(OTf)3 H Ar H (5-10 mol %) Ar + Tech. Note (3) N2 Ref. (3) n toluene, -78 °C, n n = 1-3 up to 99% yield, 96% ee

AF O O In-TOX/Cu(B )2 O O

O (10 mol%) O OMe OMe tBuOMe, HFIP, 25 °C Tech. Note (4) Ph Ph Ref. (4) homochiral (S,R)-In-TOX: 73%, >99:1 dr, 85% ee heterochiral epi-In-TOX: 90%, >99:1 dr, 92% ee

(S,R)-In-TOX/CuOTf⋅Tol Ph Ph O Ph Ph Ph Ph N (10 mol%) + + N N Tech. Note (5) H Ph CH3CN, Cy2NH O Ph O Ph Ref. (5) 0 °C, N2 References: 1. J, Am. Chem. Soc., 2012, 134, 9066. 68%, 90/10 (cis/trans), 90% ee 2. Angew. Chem. Int. Ed., 2013, 52, 1452. 3. Synthesis 2012, 44, 686. 4. Angew. Chem. Int. Ed., 2010, 49, 4463. 5. Tetrahedron, 2012, 68, 5042. Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -24-

NITROGEN (Compounds) $ Price

07-1222 (2R,4S)-3-[(R)-(i-propyl)(1-methyl-1H-imidazol-2-yl)methyl]-4- (H3C)2HC 50mg 40.00 (i-propyl)-2-methoxyoxazolidine, 99% [1334170-82-9] 250mg 70.00

C15H27N3O2; white solid (H C) HC air sensitive, moisture sensitive 3 2 NO

H3C N OCH3 N

07-1223 (2R,4S)-3-[(S)-(i-propyl)(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2-methoxyoxa- 50mg 40.00 zolidine, 99% 250mg 70.00

C15H27N3O2; FW: 281.39; white solid air sensitive, moisture sensitive

07-0542 1-(2,4,6-Trimethylphenyl)-3-(adamantyl)imidazolium CH3 250mg 72.00 chloride, min. 97% ++ 1g 216.00 NN C22H29ClN2; FW: 356.94; white to off-white pwdr. Cl- hygroscopic H3C CH3

07-0545 1-(2,4,6-Trimethylphenyl)-3-(adamantyl)imidazolium CH3 250mg 75.00 tetrafluoroborate, min. 97% ++ 1g 225.00 NN C22H29BF4N2; FW: 356.94; white to off-white pwdr. BF - hygroscopic H3C 4 CH3 07-0530 1-(2,4,6-Trimethylphenyl)-3-(cyclododecyl)imidazolium 250mg 57.00 CH3 chloride, min. 97% 1g 171.00

++ FW: 389.02; white to off-white pwdr. NN

- hygroscopic H3C Cl

CH3 07-0534 1-(2,4,6-Trimethylphenyl)-3-(cyclododecyl)imidazolium 250mg 60.00 CH3 tetrafluoroborate, min. 97% 1g 180.00 ++ NN C24H37BF4N2; FW: 440.37; white to off-white pwdr. BF - hygroscopic H3C 4 CH3

07-0522 1-(2,4,6-Trimethylphenyl)-3-[(1R,2R,3R,5S)-(-)- CH3 100mg 63.00 isopinocampheyl]imidazolium chloride, min. 95% ++ 500mg 252.00 NN CH3 C22H31ClN2; FW: 358.95; white to off-white pwdr. - H3C Cl hygroscopic CH3 CH3 H3C

07-0528 1-(2,4,6-Trimethylphenyl)-3-[(1R,2R,3R,5S)-(-)- CH3 100mg 65.00 isopinocampheyl]imidazolium tetrafluoroborate, min. ++ 500mg 260.00 NN CH3 95% - H3C BF4 C22H31BF4N2; FW: 410.30; white to off-white pwdr. CH CH H C 3 hygroscopic 3 3

07-0640 1-(2,4,6-Trimethylphenyl)-3-[(2S)-4-methylpentanoic CH3 250mg 57.00 CH3 acid]imidazolium chloride, min. 95% ++ 1g 171.00 NN C18H25ClN2O2; FW: 336.86; yellow solid - CH3 H3C Cl C hygroscopic O CH3 HO

07-0645 1-(2,4,6-Trimethylphenyl)-3-[(2S)-4-methylpentanoic CH3 250mg 60.00 CH3 acid]imidazolium hexafluorophosphate, min. 95% ++ 1g 180.00 NN C18H25F6N2PO2; FW: 446.37; yellow solid - CH3 H3C PF6 C hygroscopic O CH3 HO

07-0560 1-(2,4,6-Trimethylphenyl)-3-[(2S)-4-methyl-1- CH3 250mg 75.00 CH3 pentanol]imidazolium chloride, min. 97% ++ 1g 225.00 NN C18H27ClN2O; FW: 322.87; white to off-white pwdr. H C Cl- CH3 hygroscopic 3 CH3 HO

07-0565 1-(2,4,6-Trimethylphenyl)-3-[(2S)-4-methyl-1- CH3 250mg 79.00 CH3 pentanol]imidazolium hexafluorophosphate, min. 97% ++ 1g 237.00 NN C18H27F6N2OP; FW: 432.38; white to off-white pwdr. - CH3 hygroscopic H3C PF6 CH3 HO 07-3110 Tris(isobutylaminoethyl)amine, min 97% H H 500mg 80.00 [331465-73-7] N N 2g 240.00

H(H3C)2CH2C N CH2C(CH3)2H C18H42N4; FW: 314.55; colorless to pale yellow, viscous liq. hygroscopic N H CH2C(CH3)2H

OSMIUM (Compounds) $ Price 76-2210 Osmium(III) chloride hydrate (99.95+%-Os) [14996-60-2] 250mg 72.00 OsCl3; FW: 296.56; black xtl. 1g 194.00 5g 694.00 HAZ 76-2958 Osmium(VIII) oxide (99.99+%-Os) PURATREM [20816-12-0] 250mg 58.00 OsO4; FW: 254.20; pale yellow xtl.; m.p. 41-42°; d. 4.906 500mg 88.00 amp 1g 146.00 5x1g 550.00 HAZ 76-2955 Osmium(VIII) oxide (99.99+%-Os), 4% in water PURATREM [20816-12-0] 2ml 64.00 OsO4; FW: 254.20; colorless liq. 5ml 102.00 2x5ml 158.00 amp HAZ 76-3510 Potassium hexachloroosmate (IV), 99% (99.98+%-Os) SEE POTASSIUM SECTION (page 41) 76-4050 Potassium osmate(VI) dihydrate, 99% (99.98+%-Os) SEE POTASSIUM SECTION (page 41) 76-3520 Sodium hexachloroosmate((IV) hydrate (99.98+%-Os) SEE SODIUM SECTION (page 46)

OXYGEN (Compounds) $ Price 08-0625 1,5-Diphenyl-1,4-pentadien-3-one, min. 98% O 1g 50.00 (Dibenzylideneacetone) [538-58-9] C 5g 200.00 C17H14O; FW: 234.30; yellow solid

08-1165 1,4-Phenylenediacetic acid, 97% [7325-46-4] HOOC 1g 20.00 C H (CH COOH) ; FW: 194.18; white to off-white solid 5g 70.00 6 4 2 2

COOH 08-3060 1,1,2,2-Tetra(4-carboxylphenyl)ethylene, 99% H4TCPE HOOC COOH 25mg 99.00 C H O ; FW: 1351279-73-6; pale yellow pwdr. 100mg 297.00 30 20 8 Note: Ligand for MOF synthesis.

HOOC COOH 08-0195 1,3,5-Tricarboxybenzene, min. 95% (Trimesic acid) [554-95-0] COOH 50g 35.00 C H (COOH) ; FW: 210.14; white pwdr. 250g 140.00 6 3 3

HOOC COOH 08-0635 1,3,5-Tris(4-carboxyphenyl)benzene, min. 98% BTB COOH 1g 80.00 [50446-44-1] 5g 210.00

C27H18O6; FW: 438.43; white to yellow solid; m.p. 322-327°

HOOC COOH

PALLADIUM (Compounds) $ Price 96-5508 Buchwald Palladacycle Precatalyst Kit 3 $ 192 Contains the following: 46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II), min. 98% 250mg 46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II) min. 98% 250mg 46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 250mg 46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), 100mg min. 98%

PALLADIUM (Compounds) $ Price 96-5505 Buchwald Palladacycle Precatalyst Kit 2 $ 543 Contains the following: 46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct min. 98% 250mg 46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 100mg palladium(II), min. 98% 46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2-amino-1,1'-biphenyl-2-yl) 250mg palladium(II), min. 98% 46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 250mg palladium(II), min. 98% 46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 250mg 46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 100mg 46-1558 (2'-Amino-1,1'-biphenyl-2-yl)methane- 250mg 36.00 sulfanatopalladium(II) dimer, min. 98% 1g 108.00 SO2CH3 C26H24N2O6Pd2S2; FW: 739.47; off-white to tan pwdr. O Pd Pd O NH2 H2N SO2CH3

46-0228 trans-Bis(dicyclohexylamine)bis(acetato)palladium(II) DAPCy [628339-96-8] 250mg 36.00 Pd[(C H ) NH] (CH COO) ; FW: 587.14; yellow xtl. O 1g 56.00 6 11 2 2 3 2 Technical Notes: H C 1. Pd-catalyzed coupling of aryl iodides with triarylbismuths. N O CH3 2. Pd-catalyzed Suzuki Coupling Reactions of aryl bromides under mild aerobic conditions. Pd

H3C O N C Pd complex H (0.09 equiv) O I + Bi Tech. Note (1) KOAc (3 equiv) Ref. (1) DMF, 35°C, 2 h 1 2 3 1 1 R R R R 3 equiv) 1 equiv) 3 equiv)

Pd complex G G G' 2 mol% G' Tech. Note (2) + Ar Br (HO)2B Ar Ref. (2) Cs2CO3, dioxane or K PO , EtOH 3 4 References: 1. Tetrahedron Lett., 2010, 51, 6101. 2. J. Org. Chem., 2004, 69, 4330. 46-0828 Bis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}palladium(0), 250mg 85.00 C(CH ) min. 98% PdAMPHOS [1233717-68-4] 3 3Pd(H3C)3C 1g 255.00

P P C32H56N2P2Pd; FW: 637.17; white pwdr. CH H3C C(CH3)3 (H3C)3C 3 air sensitive N N

Technical Note: H3C CH3 1. Catalyst used for the Heck alkynylation of aryl and heteroaryl chlorides.

R R2 Pd catalyst 2 (no copper) 1 R H + ' A' A Tech. Note (1) Base, 80-110°C n 1 X n Ref. (1) R = aryl, alkyl, propargyl A CH3CN or DMF R' A n = 1,2 A, A' = CH, N, or S X = Br or Cl

Reference: 1. J. Org. Chem., 2013, 78, 568. 46-1560 Chloro(2'-amino-1,1'-biphenyl-2-yl)palladium(II) dimer, 250mg 36.00 min. 98% [847616-85-7] 1g 108.00

C H Cl N Pd ; FW: 620.17; pale gray pwdr. 24 20 2 2 2 Cl Pd Pd Cl NH2 H2N

46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'- 250mg 40.00 biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II) min. 1g 120.00

98% [SPhos Palladacycle] [1375325-64-6] Cy C38H45ClNO2PPd; FW: 720.62; white pwdr. P Pd Note: Patents: US 6,395,916, US 6,307,087. Cy MeO OMe N Buchwald Palladacycle Precatalyst Kit 3 Cl Kit component. H H

PALLADIUM (Compounds) $ Price 46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'- 250mg 52.00 biphenyl)(2-amino-1,1'-biphenyl-2-yl)palladium(II), 1g 156.00

min. 98% [RuPhos Palladacycle] [1375325-68-0] Cy P C42H53ClNO2PPd; FW: 776.72; white pwdr. Cy Pd Note: Patents: US 6,395,916, US 6,307,087. N Buchwald Palladacycle Precatalyst Kit 3 O O Cl Kit component. H H

46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'- 100mg 70.00 OCH3 tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2- 500mg 280.00 yl)palladium(II), min. 98% [BrettPhos Palladacycle] 2g 840.00 H CO Cy 3 P C47H63ClNO2PPd; FW: 846.86; white pwdr. Cy Pd Note: Patents: US 6,395,916, US 6,307,087. N Buchwald Palladacycle Precatalyst Kit 3 Cl H H Kit component.

46-0232 Chloro[2-(dicyclohexylphosphino)-2'-(N,N- 250mg 96.00 dimethylamino)-1,1'-biphenyl](2'-amino-1,1'- 1g 288.00

biphenyl-2-yl)palladium(II), min. 98% [DavePhos Palladacycle] P cy C38H46ClN2PPd; FW: 703.63; white pwdr. cy Pd (H3C)2N N Note: Patents: US 6,395,916, US 6,307,087. Cl H H

46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'- 250mg 40.00 biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II), 1g 120.00

min. 98% [XPhos Palladacycle] Cy P C45H59ClNPPd; FW: 786.80; white pwdr. Pd Note: Patents: US 6,395,916, US 6,307,087. Cy N Buchwald Palladacycle Precatalyst Kit 3 Cl H H Kit component.

46-0342 Chloro{[4-(N,N-dimethylamino)phenyl]di-t- 250mg 45.00 butylphosphino}(2'-amino-1,1'-biphenyl-2- N 1g 135.00

yl)palladium(II), min. 98% [amphos Palladacycle] C H ClN PPd; FW: 575.46; white pwdr. 28 38 2 P t-Bu t-Bu Pd N Cl H H 46-0955 Chloro[9,9-dimethyl-4,5-bis(diphenylphosphino) 500mg 68.00 xanthene][2'-amino-1,1'-biphenyl]palladium(II) 2g 204.00

dichloromethane adduct, min. 98% [1375325-77-1] C51H42ClNOP2Pd; FW: 888.71; pale yellow pwdr. H N Pd H Cl PPh2 PPh2 O

H3C CH3 46-1565 Diacetato(1,10-phenanthroline)palladium(II), 99% [35679-81-3] 250mg 45.00 Pd(CH3COO)2(C12H8N2); FW: 404.71; yellow pwdr. 1g 135.00 5g 540.00

N N Pd

H3C(O)CO OC(O)CH3 46-0360 trans-Dibromobis(triphenylphosphine)palladium(II), 99% [22180-53-6] 1g 43.00 C H Br P Pd; yellow pwdr. 5g 185.00 36 30 2 2 46-0665 Dibromo(1,5-cyclooctadiene)palladium(II), 99% [12145-47-0] 250mg 50.00 PdBr (C H ); FW: 374.41; yellow solid 1g 150.00 2 8 12

PALLADIUM (Compounds) $ Price

46-0375 Di-µ-chlorobis{2-[(dimethylamino)methyl]phenyl} CH3 250mg 35.00 H3C dipalladium, 99% [18987-59-2] N 1g 78.00 C H Cl N Pd ; FW: 552.14 Cl 5g 312.00 18 24 2 2 2 Pd Pd Technical Note: Cl 1. Useful starting material for the preparation of N-heterocyclic- N CH3 carbene palladium complexes. H3C Cl 46-0825 Dichlorobis{[4-(N,N-dimethylamino)phenyl] H3C C(CH3)3 (H3C)3C CH3 250mg 45.00 di-t-butylphosphino}palladium(II), min. 98% N P Pd P N 1g 135.00 PdAMPHOS [887919-35-9] 5g 540.00

H3C C(CH3)3 (H3C)3C CH3 (C16H28NP)2PdCl2; FW: 708.07; yellow pwdr. Cl Technical Note: 1. Useful catalyst for the Suzuki Cross-Coupling of benzyloxyethyltrifluoroborate.

PdAMPHOS, 5 mol% BF3K R O Cs 2 CO 3 3 equiv Tech. Note (1) + R O Ref. (1) toluene/H2O, 4:1 Br o Reference: 100 C, 24 h 1. J. Org. Chem., 2012, 77, 10399. 46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2'-4'-6'- 100mg 110.00 tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 500mg 440.00

[JackiePhos Palladacycle] C52H50F12NO4PPdS; FW: 1150.40; white pwdr. Note: Patents: US 6,395,916, US 6,307,087. 46-0365 Methanesulfonato[di-t-butyl(n-butyl)phosphine](2'-amino- 250mg 58.00 1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct, O 1g 174.00 H C min. 98% 3 5g 696.00 S O C25H40NO3PPdS; white to off-white pwdr. O Pd Note: Patents: PCT/US2013/030779, US Serial No. N (H3C)3C 13/799620. P H H

H3CH2CH2CH2C C(CH3)3 46-0358 Methanesulfonato(di-t-butylneopentylphosphine)(2'-amino-1,1'- 250mg 45.00 biphenyl-2-yl)palladium(II), min. 98% O 1g 135.00 H3C C26H42NO3PPdS; FW: 586.08; white to off-white pwdr. S O O Pd N (H3C)3C P H H

C(CH3)3

(H3C)3C 46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy- 100mg 70.00 OCH3 2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 500mg 280.00 palladium(II), min. 98% [t-butylBrettPhos Palladacycle] 2g 840.00 H3CO t-Bu C44H62NO4PPdS; FW: 854.43; white pwdr. P 10g 2730.00 t-Bu Pd N Technical Notes: O 1. Palladium catalyst used for the arylation of primary amides. O H H S 2. Palladium catalyst used for the synthesis of N-aryl carbamates. O 3. Palladium catalyst used for the N-monoarylation of amidines. H3C 4. Palladium catalyst used for the cross-coupling of aryl chlorides and triflates with sodium cyanate – a practical synthesis of unsymmetrical ureas. 5. Palladium catalyst used in the synthesis of imidazo[4,5-b]pyridines and imidazo[4,5]pyrazines through amidation of 2-chloro-3-amino- heterocycles. 6. Palladium catalyst used in the N-arylation of 2-aminothiazoles 7. Palladium catalyst used in the synthesis of diaryl ethers under mild conditions. H

Cl O N R Tech. Note (1) "Pd complex" Ref. (1) R + R K PO , t-BuOH R NH2 2 4 O 110°C

H NuH 1 1 Tech. Note (2) R [Pd] 1-3 mol% R N Nu Ref. (2) X + NaOCN

X = Cl, OTf Alk (1o, 2o, 3o)

OBn, OAllyl Nu = O(fluorenylmethyl) SR'

PALLADIUM (Compounds) $ Price 46-0325 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl] (cont.) (2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% [JackiePhos Palladacycle]

1 X 1 O R HO R "Pd complex" R + R Tech. Note (3) 2 2 Cs2CO3, toluene R Ref. (3) R 90°C R1 = alkyl

R2 = alkyl, H R N C 1 H O R 1 "Pd complex" N N(R )2 R 1 1 - 2 mole% without PhOH HN(R )2 X + NaOCN R H O Tech. Note (4) N OPh Ref. (4) X = Cl, OTf

O with PhOH R R

Z NH "Pd complex" Z O N Tech. Note (5) K3PO4 R + R R1 Ref. (5) t-BuOH, 110°C H N R1 2 51-99% N N Cl N 1 Z = CH, N R = H, Me, Ph R = alkyl, aryl H

N M X M "Pd complex" Tech. Note (6) H2N R + R R' Ref. (6) R' K2CO3 1.4 equiv N N t-BuOH, 90-110°C

1 2 1 R R R R2 Br HO "Pd catalyst" O toluene/DME + Tech. Note (7) Ref. (7) K PO 1.5 equiv 3 4

16 h References: 1.5 equiv 1. Org. Lett., 2013, 15, 2876. 2. Org. Lett., 2013, 15, 1394. 3. Org. Lett., 2012, 14, 3800. 4. J. Am. Chem. Soc., 2012, 134, 11132. 5. Org. Lett., 2012, 14, 1764. 6. Org. Lett., 2012, 14, 1432. 7. Org. Lett., 2012, 14, 170. 46-0335 Methanesulfonato(2-(di-t-butylphosphino)-3-methoxy-6-methyl-2',4',6'- 100mg 80.00 OCH3 tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), 500mg 320.00 min. 98% [RockPhos Palladacycle] 2g 960.00 H C t-Bu C H NO PPdS; FW: 838.43; white pwdr. 3 P 10g 3120.00 44 62 4 t-Bu Pd Technical Notes: N O 1. Palladium precatalyst used for the arylation of an aliphatic alcohol. O H H 2. Palladium precatalyst used for the synthesis of diaryl ethers under mild conditions. S O 3. Palladium precatalyst used for the intermolecular C-O bond formation with secondary H3C and primary alcohols. X OR "Pd complex" Tech. Note (1) R +ROH R Ref. (1) Cs2CO3, PhMe 90°C, 10 - 24 h

1 R R2 R1 R2 Br HO "Pd complex" O toluene/DME Tech. Note (2) + Ref. (2) K3PO4, 1.5 eqiv 16 h 1.5 equiv

Tech. Note (2) Ref. (3)

References: 1. Org. Lett., 2013, 15, 2876. 2. Org. Lett., 2012, 14, 170. 3. Angew. Chem. Int. Ed., 2011, 50, 9943. Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -30-

PALLADIUM (Compounds) $ Price 46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i- 250mg 98.00 propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2- 1g 294.00

yl)palladium(II), min. 98% [t-BuXPhos Palladacycle] t-Bu C42H58NO3PPdS; FW: 794.38; white pwdr. P Note: Patents: US 6,395,916, US 6,307,087. Pd t-Bu N O O H H S O CH3

46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'- 250mg 98.00 dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2- 1g 294.00

yl)palladium(II) dichloromethane adduct min. 98% Cy [SPhos Palladacycle] P

C39H48NO5PPdS; FW: 780.26; white pwdr. Cy Pd Note: Patents: US 6,395,916, US 6,307,087. H CO OCH N 3 3 O O H H S O H3C 46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6- 100mg 70.00 OCH3 dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl) 500mg 280.00 (2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 2g 840.00 H CO Cy [BrettPhos Palladacycle] 3 P Cy Pd C48H66NO5PPdS; FW: 906.50; white pwdr. N Note: Patents: US 6,395,916, US 6,307,087. O O H H S O H3C

46-0237 Methanesulfonato[2-(dicyclohexylphosphino)-2'- 250mg 96.00 (N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'- 1g 288.00

biphenyl-2-yl)palladium(II) CH2Cl2 adduct, min. 98% [DavePhos Palladacycle] P cy C39H49N2O3PPdS; FW: 763.28; white pwdr. cy Pd (H3C)2N N Note: Patents: PCT/US2013/030779, US Serial No. O 13/799620. O H H S Technical Note: See section entitled "Metal Catalysts O for Organic Synthesis page Error! Bookmark not H3C defined.". 46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i- 250mg 98.00 propoxy-1,1'-biphenyl)(2-amino-1,1'-biphenyl-2-yl) 1g 294.00

palladium(II), min. 98% [RuPhos Palladacycle] Cy P C43H56NO5PPdS; FW: 836.37; white pwdr. Cy Pd Note: Patents: US 6,395,916, US 6,307,087. N O O O O H H S O H3C 46-0353 Methanesulfonato{(R)-(-)-1-[(S)-2- 100mg 92.00 (dicyclohexylphosphino)ferrocenyl]ethyldi-t- 500mg 368.00 O H3C butylphosphine}(2'-amino-1,1'-biphenyl-2- S yl)palladium(II), min. 98% O O C45H65FeNO3P2PdS; FW: 924.28; red-orange solid Pd Note: Patents: PCT/US2013/030779, US Serial No. t-Bu N H H 13/799620. Cy P t-Bu P C Fe CH3 Cy H

46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'- 250mg 98.00 tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 1g 294.00

palladium(II), min. 98% [XPhos Palladacycle] Cy P C46H62NO3PPdS; FW: 846.45; white pwdr. Note: Patents: US 6,395,916, US 6,307,087. Cy Pd N O O H H S O H3C

PALLADIUM (Compounds) $ Price

46-0345 Methanesulfonato{[4-(N,N-dimethylamino)phenyl]di-t- H3C 250mg 45.00 butylphosphino}(2'-amino-1,1'-biphenyl-2- N 1g 135.00 H C yl)palladium(II), min. 98% [amphos Palladacycle] 3

C29H41N2O3PPdS; FW: 635.11; white pwdr. t-Bu P t-Bu Pd N O O H H S O H3C 46-0957 Methanesulfonato[9,9-dimethyl-4,5- 500mg 78.00 bis(diphenylphosphino)xanthene][2'-amino-1,1'- 2g 234.00

biphenyl]palladium(II) dichloromethane adduct, min. 98% H C62H45NO4P2PdS; FW: 948.35; pale yellow pwdr. N Pd H H CO S 3 3 PPh2 PPh2 O

H3C CH3 46-0239 Methanesulfonato(tricyclohexylphosphine)(2'-amino- 250mg 40.00 1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct, 1g 120.00 cy min. 98% [1445086-12-3] yc 5g 480.00 P C31H46NO3PPdS; FW: 650.16; off-white to beige pwdr. yc Pd Note: Patents: PCT/US2013/030779, US Serial No. 13/799620. N O O H H

H3C

46-3005 Tris[di(4-acetoxybenzylidene)acetone]dipalladium(0) di(4-acetoxybenzylidene)acetone 100mg 58.00 adduct, min. 97% [1196118-15-6] 500mg 232.00

C63H54O15Pd2; FW: 1263.93; dark purple pwdr.; air sensitive, moisture sensitive Note: U.S. Patent No. 12/259,001 46-2185 Tris{tris[3,5-bis(trifluoromethyl)phenyl] 500mg 40.00 CF CF phosphine}palladium(0), 99% [1130784-80-3] 3 3 2g 120.00

C72H27F54P3Pd; FW: 2117.24; yellow xtl. air sensitive, (store cold)

CF3 P CF3 Pd

CF3 CF3 3

PHOSPHORUS (Compounds) $ Price 96-3780 PhenCar-Phos Ligand Kit $ 168 Components available for individual sale. Contains the following: 15-0445 9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole, min. 98% PhenCar-Phos [1308652-64-3] 250mg 15-0493 9-[2-(Di-i-propylphosphino)phenyl]-9H-carbazole, min. 97% i-Pr PhenCar-Phos [1308652-65-4] 250mg 15-0496 9-[2-(Diethylphosphino)phenyl]-9H-carbazole, min. 97% Et PhenCar-Phos [1308652-66-5] 100mg 15-0498 9-[2-(Diphenylphosphino)phenyl]-9H-carbazole, min. 97% Ph PhenCar-Phos [1308652-67-6] 250mg 15-0033 5H-Benzo[b]phosphindole, 99% [244-87-1] 250mg 66.00 C H P; FW: 184.17; white pwdr. 1g 198.00 12 9 air sensitive P

H 15-7125 1,2-Bis[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]diphosphine, min. 95% i-Pr 50mg 110.00 [1080030-13-2] 250mg 440.00

N i-Pr C54H72N4P2; FW: 839.12; orange-red xtl. Note: Sold under license from the University of Georgia Research i-Pr i-Pr N Foundation, Inc. for research purposes only. US Patent 8,278,456. P P i-Pr Technical Note: N i-Pr 1. A carbene-stabilized diphosphorus. i-Pr N References: 1. Inorg. Chem., 2011, 50, 12326. i-Pr 2. J. Am. Chem. Soc., 2008, 130, 14970.

15-0270 Bis(3-carboxyphenyl)(3-trifluoromethylphenyl)phosphine, min. 97% COOH CF3 100mg 62.00 m-Miran2phos 500mg 248.00

C21H14F3O4P; FW: 418.30; white pwdr. Note: Sold under license from UAB for research purposes only. Spanish P Patent Application P201231702.

HOOC Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -32-

PHOSPHORUS (Compounds) $ Price

15-0268 Bis(4-carboxyphenyl)(4-trifluoromethylphenyl)phosphine, HOOC CF3 100mg 62.00 min. 97% p-Miran2phos 500mg 248.00

C21H14F3O4P; FW: 418.30; white solid P Note: Sold under license from UAB for research purposes only. Spanish Patent Application P201231702.

COOH 15-9582 1,4-Bis(di-t-butylphosphonium)butane bis(tetrafluoroborate), min. 97% 1g 77.00 (C H ) PH+CH CH CH CH PH+(C H ) (BF ) ; FW: 522.14; white solid; m.p. 257-259° 5g 308.00 4 9 2 2 2 2 2 4 9 2 4 2 15-9562 1,4-Bis(dicyclohexylphosphonium)butane bis(tetrafluoroborate), min. 97% 1g 77.00 (C H ) PH+CH CH CH CH PH+(C H ) (BF ) ; FW: 626.29; white solid; m.p. 236-238° 5g 308.00 6 11 2 2 2 2 2 6 11 2 4 2 15-9558 1,2-Bis(dicyclohexylphosphonium)ethane bis(tetrafluoroborate), min. 97% 1g 77.00 (C H ) PH+CH CH PH+(C H ) (BF ) ; FW: 598.23; white solid; m.p. 236-239° 5g 308.00 6 11 2 2 2 6 11 2 4 2 15-9574 1,4-Bis(dicyclopentylphosphonium)butane bis(tetrafluoroborate), min. 97% 1g 77.00 (C H ) PH+CH CH CH CH PH+(C H ) (BF ) ; FW: 570.18; white solid; m.p. 195-197° 5g 308.00 5 9 2 2 2 2 2 5 9 2 4 2 15-9568 1,2-Bis(dicyclopentylphosphonium)ethane bis(tetrafluoroborate), 1g 77.00 min. 97% 5g 308.00

+ + - (C5H9)2PH CH2CH2PH (C5H9)2 (BF4)2; FW: 542.13; white solid; 2BF4 + m.p. 230-233° H+ P P H

15-9572 1,3-Bis(dicyclopentylphosphonium)propane bis(tetrafluoroborate), min. 97% 1g 77.00 (C H ) PH+CH CH CH PH (C H ) (BF ) ; FW: 556.15; white pwdr.; m.p. 141-143° 5g 308.00 5 9 2 2 2 2 5 9 2 4 2 15-4320 (+)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aR,8aR,14aR)- 25mg 40.00 5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% 100mg 120.00

(R,R,R)-(+)-Xyl-SKP C52H54O2P2; FW: 772.93; white solid; [α]D +166° (c 1.00, CHCl3); m.p. 102-103° air sensitive O O Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. P P Xyl Xyl Technical Note: Xyl Xyl 1. Efficient ligand for the palladium-catalyzed, asymmetric allylic amination of racemic Morita-Baylis-Hillman adducts. OAc O R2 Xyl-SKP (2.5mol%) H [Pd(allyl)Cl]2 (1 mol%) N O OEt + NH2 R1 K CO (aq), CH Cl , rt R2 2 3 2 2 64-96% yield OEt 91-98% ee R1

Tech. Note (1)

Sn[(TMS)2]2 Ref. (1,2) 72-94% O F N

R2 O OH N

References: R1 1. Angew. Chem. Int. Ed., 2012, 51, 9276. 2. Angew. Chem. Int. Ed., 2012, 51, 936. 15-4321 (-)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro- 25mg 40.00 5H-[1]benzopyrano[3,2-d]xanthene, 97% (S,S,S)-(-)-Xyl-SKP 100mg 120.00

C52H54O2P2; FW: 772.93; white solid; [α]D -166° (c 1.00, CHCl3); m.p. 102-103° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. Technical Note: 1. See 15-4320. 15-5172 racemic-trans-1,2-Bis[di(3,5-dimethylphenyl) CH3 250mg 56.00 phosphinomethyl]cyclobutane 1g 168.00 H3C H3C C38H46P2; FW: 564.72; white solid P CH3

H3C P

CH3 CH3

H3C Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -33-

PHOSPHORUS (Compounds) $ Price 15-4330 (+)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aR,8aR,14aR)-5a,6,7,8,8a,9-hexahydro-5H- 25mg 40.00 [1]benzopyrano[3,2-d]xanthene, 97% (R,R,R)-(+)-Tol-SKP 100mg 120.00

C48H46O2P2; FW: 716.83; white solid; [α]D +118° (c 1.00, CHCl3); m.p. 90-92° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. Technical Note: 1. See 15-4311. 15-4331 (-)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-5H- 25mg 40.00 [1]benzopyrano[3,2-d]xanthene, 97% (S,S,S)-(-)-Tol-SKP 100mg 120.00

C48H46O2P2; FW: 716.83; white pwdr.; [α]D -118° (c 1.00, CHCl3); m.p. 90-92° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. Technical Note: 1. See 15-4311. 15-0535 (R)-2,2'-Bis(diphenylphosphinoamino)-1,1-binaphthyl (R)-BinamP 100mg 70.00 [74974-14-4] 500mg 280.00

C44H34N2P2; FW: 652.70; white pwdr.

P Technical Notes: N H 1. Chiral ligand used for the palladium-catalyzed, asymmetric allylic alkylation. H 2. Chiral ligand used for the rhodium-catalyzed, hydrogenation of aryl-enamides. N

OAc P CR(COOEt)2 Pd-(R)-BinamP + RCH(COOEt)2 Tech. Note (1) Ph Ph THF, BSA (3 eq.), base Ph * Ph Ref. (1)

CH3 H 2 Tech. Note (1) Ref. (1) Ar NHCOCH3 Rh(BinamP) Ar NHCOCH3 H References: 1. Tetrahedron Asymm., 2004, 15(2), 213. 2. J. Am. Chem. Soc., 1998, 120, 5808. 15-0183 4,6-Bis(diphenylphosphino) 100mg 46.00 dibenzofuran, 98% [133850-81-4] 500mg 184.00 C H OP ; FW: 536.54 2g 552.00 36 26 2 O

PPh2 PPh2 15-4310 (+)-1,13-Bis(diphenyl)phosphino-(5aR,8aR,14aR)-5a,6,7,8,8a,9- 25mg 40.00 hexahydro-5H-[1]benzopyrano [3,2-d]xanthene, 97% 100mg 120.00

(R,R,R)-(+)-Ph-SKP [1360823-43-3] C44H38O2P2; FW: 660.72; white solid; [α]D +113° (c 1.00, CHCl3); m.p. 101-103°

air sensitive O O Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. P P Technical Note: Ph Ph 1. See 15-4311. Ph Ph 15-4311 (-)-1,13-Bis(diphenyl)phosphino-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-5H- 25mg 40.00 [1]benzopyrano [3,2-d]xanthene, 97% (S,S,S)-(-)-Ph-SKP 100mg 120.00

C44H38O2P2; FW: 660.72; white solid; [α]D -113° (c 1.00, CHCl3); m.p. 101-103° air sensitive Note: Sold in collaboration with SIOC for research purposes only. Patents PCT/CN2013/071091, CN202110253896.5. SKP Ligand Kit component. Technical Note: 1. Efficient ligand for the Au(I)-catalyzed, highly stereoselective, olefin cyclopropanation of diazooxindoles.

N2 (S,S,S)-Ph-SKP(AuCl)2 (4.4 mol %) R O AgBF4 (4 mol %) R + alkenes O N o H PhF, -30 or 0 C N Tech. Note (1) H Ref. (1) 32 examples, 18-98% yield Alkene profiles dr > 20:1, 70-95% ee R' Me 3 R R Ph Ar Ph n Reference: 1. J. Am. Chem. Soc., 2013, 135, 8197. Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -34-

PHOSPHORUS (Compounds) $ Price 15-2988 2,2'-Bis(diphenylphosphinomethyl)-1,1'-biphenyl, 99% BISBI [11982-81-1] 250mg 52.00 1g 156.00 C38H32P2; FW: 550.61; white solid air sensitive PPh2 Technical Note: 1. Ligand/rhodium complex used in the high chemo and regioselective formation of alcohols from the hydrocarbonylation of alkenes using cooperative ligand effects. PPh2

CO/H 2 HO OH Tech. Note (1) OH Ref. (1) phosphine ligand/Rh/PEG Reference: 1. Chem. Commun., 2010, 46, 2194.

15-1779 2-[Bis(diphenylphosphino)methyl]pyridine, 98% [60398-55-2] 100mg 72.00 C H NP ; FW: 461.47; white pwdr. 500mg 288.00 30 25 2 P(C6H5)2 N C H P(C6H5)2 15-0610 1,2-Bis(di-i-propylphosphino)ethane, 98% [87532-69-2] 100mg 50.00 C H P ; FW: 262.35; colorless to pale yellow liq. 500mg 200.00 14 32 2 amp air sensitive HAZ

15-0572 Bis(3,5-di-trifluoromethylphenyl)(3- SO3Na 100mg 62.00 sulfonatophenyl)phosphine, sodium salt, min. 97% 500mg 248.00

DAN2PHOS [1289463-91-7]

C22H10F12NaO3PS; FW: 636.32; white solid F C P CF Note: Sold under license from UAB for research purposes only. 3 3 PCT/EP2010/06553.

CF3 CF3 15-7318 Bis(4-fluorophenyl)chlorophosphine, min. 98% [23039-97-6] F F 250mg 38.00 (FC H ) ClP; FW: 256.62; pale yellow liq. 1g 98.00 6 4 2 HAZ moisture sensitive P Cl

15-0710 (R)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane OCH3 100mg 98.00 R-An-Phanephos 500mg 392.00

[364732-86-5] C44H42O4P; FW: 696.75; white pwdr. P

Note: Sold in collaboration with JM for research purposes only. OCH3 OCH3 P

OCH3 15-0711 (S)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane S-An-Phanephos 100mg 98.00 C H O P; FW: 696.75; white pwdr. 500mg 392.00 44 42 4 Note: Sold in collaboration with JM for research purposes only. 15-0409 1,2-Bis(phenylphosphino)ethane, min. 95% (10wt% in hexane) [18899-64-4] 5g 124.00 (C H )HPCH CH PH(C H ); FW: 246.22; colorless liq. 20g 322.00 6 5 2 2 6 5 HAZ air sensitive

15-0265 Bis(3-trifluoromethylphenyl)(3-carboxyphenyl)phosphine, min. 97% COOH CF3 100mg 62.00 m-Miranphos 500mg 248.00

C21H13F6O2P; FW: 442.29; white solid

Note: Sold under license from UAB for research purposes only. Spanish P Patent Application P201231702.

F3C

15-0260 Bis(4-trifluoromethylphenyl)(4-carboxyphenyl)phosphine, HOOC CF3 100mg 62.00 min. 97% p-Miranphos 500mg 248.00

C21H13F6O2P; FW: 442.29; white pwdr. P Note: Sold under license from UAB for research purposes only. Spanish Patent Application P201231702.

CF3

PHOSPHORUS (Compounds) $ Price

15-0579 Bis(2-trifluoromethylphenyl)(3-sulfonatophenyl)phosphine, sodium SO3Na 100mg 62.00 salt, min. 97% o-DAN2PHOS [1289463-93-9] 500mg 248.00

C20H12F6NaO3PS; FW: 500.33; white pwdr. CF3 Note: Sold under license from UAB for research purposes only. P PCT/EP2010/065531.

CF3

15-0582 Bis(4-trifluoromethylphenyl)(3-sulfonatophenyl)phosphine, SO3Na 100mg 62.00 sodium salt, min. 97% p-DAN2PHOS [1289463-87-1] 500mg 248.00

C20H12F6NaO3PS; FW: 500.33; white pwdr.

Note: Sold under license from UAB for research purposes only. P PCT/EP2010/065531.

F3C CF3 15-0967 t-Butylphosphine, min. 95% TBP (10 wt% in hexane) [2501-94-2] 10g 130.00 (C H )PH ; FW: 90.10; colorless liq. 50g 400.00 4 9 2 HAZ air sensitive 15-1095 Di-1-adamantylchlorophosphine, min. 97% [157282-19-4] 250mg 65.00 1g 195.00 (C10H15)2ClP; FW: 336.88; colorless solid; moisture sensitive HAZ 15-1138 2-(Di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl- OMe 100mg 118.00 1,1'-biphenyl, min. 95% AdBrettPhos [1160861-59-5] 500mg 472.00 C43H61O2P; FW: 640.92; off-white to pale yellow pwdr. P 2g 1416.00 Note: Patents: US 6,395,916, US 6,307,087 MeO Technical Note: 1. Ligand used in the palladium-catalyzed amidation of five-membered heterocycles as electophiles.

X O X [(allyl)PdCl)2] + Adphosphine O + Tech. Note (1) Cs CO , 2-methyl-2-butanol 1 2 3 1 R H N R2 R Ref. (1) 2 90°C, 21 h N R2 Br H Reference: (62-94%) 1. J. Am. Chem. Soc., 2012, 134, 19922.

15-1128 Di-t-butyl(n-butyl)phosphine, min. 97% [29949-72-2] CH2CH2CH2CH3 250mg 44.00 C12H28P; FW: 202.32; colorless liq. 1g 96.00 P 5g 384.00 HAZ air sensitive, pyrophoric (H3C)3C C(CH3)3 NO UPS

15-7230 Di-t-butyl(n-hexyl)phosphonium tetrafluoroborate, 98% 500mg 64.00 2g 192.00 C14H31P; FW: 318.18; white pwdr.; hygroscopic 15-1093 Di-t-butylphenylphosphine, min. 98% (50wt% in toluene) [32673-25-9] 2g 48.00 10g 192.00 C14H23P; FW: 227.31; colorless liq.; air sensitive 15-1063 2-Di-t-butylphosphino-4-methoxy-3,5,6-trimethyl-2',4',6'-tri-i-propyl- (CH3) 250mg 80.00 OCH biphenyl, min. 98% [~1:1 mixture with regioisomer], 2-Di-t-butyl- (OCH ) 3 1g 240.00 phosphino-5-methoxy-3,4,6-trimethyl-2',4',6'-tri-i-propylbiphenyl] [1359986-21-2] 3 H3C CH3 5g 1080.00

C33H53OP; FW: 496.75; white pwdr. Note: Patents: US 6,395,916, US 6,307,087 Technical Note: H3C P[C(CH3)3]2 1. A surrogate ligand for Me4tBuXPhos in palladium-catalyzed C-N and C-O bond-forming reactions. N Me Br N Pd2(dba)3 (0.75 mol%) Me ligand (1.8 mol%) N + N K3PO4 toluene-dioxane (5:1) H 120o, 5 h Tech. Note (1) Ref. (1) N N N Br Pd2(dba)3 (0.75 mol%) ligand (1.8 mol%) N N N + N N N K 3 PO 4 ,toluene + 120o, 5 h H Reference: 90% yield, N2:N1 = 97:3 1. J. Org. Chem., 2012, 77, 2543. 15-7350 2-(Di-t-butylphosphinomethyl)pyridine, 99% [494199-72-3] 100mg 46.00 C H NP; FW: 237.32 C(CH3)3 500mg 184.00 14 24 air sensitive P C(CH ) N 3 3

PHOSPHORUS (Compounds) $ Price 15-1100 Dicyclohexylphenylphosphine, min. 95% [6476-37-5] 1g 48.00 5g 180.00 (C6H11)2(C6H5)P; FW: 274.38; white solid; air sensitive 15-1147 2-Dicyclohexylphosphino-2',6'-dimethylamino-1,1'-biphenyl, 1g 149.00 min. 98% CPhos [1160556-64-8] 5g 596.00

C28H41N2P; FW: 436.61; yellow-orange xtl.; m.p. 111-113° (H C) N N(CH ) Note: Patents: US 6,395,916, US 6,307,087 3 2 3 2 P(C6H11)2

15-0445 9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole, min. 98% [1308652-64-3] 250mg 48.00 C30H34NP; FW: 439.57; white pwdr.; air sensitive 1g 144.00 Note: PhenCar-Phos Ligand Kit component. C6H11 Technical Note: P 1. Carbazolyl-derived phosphine ligand used in the highly-efficient, catalytic coupling of N C6H11 sterically hindered aryls. R R''

0.02-0.2 mol% Pd(OAc)2/ligand + Tech. Note (1) K PO dioxane, 110oC R R' H R'' 3 4 Ref. (1) Functional group compatibility: Cl Cl CHO, COOR, CN, C(O)R R' H Reference: 1. Chem. Commun., 2011, 47, 5079. 15-0496 9-[2-(Diethylphosphino)phenyl]-9H-carbazole, min. 97% 100mg 35.00 [1308652-66-5] 500mg 140.00 CH CH C22H22NP; FW: 331.39; white pwdr. P 2 3 air sensitive CH CH Note: PhenCar-Phos Ligand Kit component. N 2 3 Technical Note: 1. See 15-0495.

15-1248 [4-(N,N-Dimethylamino)phenyl]di-t-butylphosphine, min. 95% AMPHOS (H3C)3C C(CH3)3 1g 62.00 P [932710-63-9] 5g 248.00

C16H28NP; FW: 265.37; white to light-brown xtl.; m.p. 57-61°

N H3C CH3 15-1425 Dimethylphosphine oxide, min. 97% [7211-39-4] 500mg 69.00 C H OP; FW: 78.05; white solid 2g 207.00 2 7 air sensitive 15-7203 (2R)-1-(11bR)-(Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)- 250mg 84.00 2-methyl-1,2,3,4-tetrahydroquinoline, 98% [1186392-43-7] 1g 252.00 C H NO P; FW: 461.49; yellow pwdr. 30 24 2 O moisture sensitive P N Note: Sold in collaboration with SIOC for research purposes only. O Patent ZL200910048438.6. H C Technical Notes: 3 1. Chiral ligand used in the iridium-catalyzed formation of a chiral five-membered ring spiroindolenine. 2. Chiral ligand used in an iridium-catalyzed, enantioselective, allylic alkylation reaction. 3. Chiral ligand used in the iridium-catalyzed, enantioselective functional group substitution at the α-position of β-ketoesters. PG R N N PG [Ir(cod)Cl]2 (2 mol%) R ligand (4 mol%) Tech. Note (1) Ref. (1) Cs2CO3 (200 mol%) N DCM, reflux

H OCOOCH N O O 3 C O Ph O OCH3 COOCH3

[Ir(cod)Cl]2 (2 mol%) Ph + + ligand (4 mol%) COOCH3 TBD (10 mole%) Tech. Note (2) N Ph OCOOCH3 Ref. (2) N N HTBD

O O O [Ir(cod)Cl]2 O Ph C C ligand TBD R1 OR3 C C Tech. Note (3) + 1 LiOt-Bu R1 R Ph Ref. (3) 2 THF, 25° R 2 3 R2 COOR3 R COOR Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -37-

PHOSPHORUS (Compounds) $ Price 15-7203 (2R)-1-(11bR)-(Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-2-methyl-1,2,3,4-tetrahydroquinoline, 98% [1186392-43-7]

(cont.) References: 1. J. Am. Chem. Soc., 2010, 132, 11419. 2. J. Am. Chem. Soc., 2013, 135, 10626. 3. J. Am. Chem. Soc., 2013, 135, 17298. 15-7204 (2R)-1-(11bS)-(Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-2-methyl-1,2,3,4- 250mg 84.00 tetrahydroquinoline, 98% [1186392-32-4] 1g 252.00 C30H24NO2P; FW: 461.49; white to off-white pwdr. moisture sensitive Note: Sold in collaboration with SIOC for research purposes only. Patent ZL200910048438.6. Technical Notes: 1. Chiral ligand used in the iridium-catalyzed, allylic alkylation reaction. 2. See 15-7203 (page !_!blue15-7203!_!).

[Ir(cod)Cl]2 (2 mol%) R OCOOCH3 ligand (4 mol%)

* + R CH(COOCH3)2 NaCH(COOCH ) 3 2 R CH(COOCH ) (200 mol%) 3 2 Tech. Note (1) THF, rt ee up to 99% Ref. (1) Reference: 1. J. Am. Chem. Soc., 2012, 134, 4812. 15-1549 Diphenylchlorophosphine, 98% [1079-66-9] 25g 39.00 C12H10ClP; FW: 220.64; yellow liq.; b.p. 100-102°/1 mmm; f.p. >230°F; d. 1.19 100g 96.00 500g 295.00 HAZ moisture sensitive 15-0498 9-[2-(Diphenylphosphino)phenyl]-9H-carbazole, min. 97% 250mg 46.00 [1308652-67-6] 1g 138.00 Ph C30H22NP; FW: 427.48; white pwdr.; air sensitive P Note: PhenCar-Phos Ligand Kit component. N Ph Technical Note: 1. See 15-0495. 15-7170 2-(Diphenylphosphino)terephthalic acid, 98% 50mg 54.00 C H O P; FW: 350.30; white pwdr. 250mg 216.00 20 18 4 Note: Developed at the Paul Scherrer Institute, Switzerland COOH PCT/EP2013/051405. P

COOH 15-0493 9-[2-(Di-i-propylphosphino)phenyl]-9H-carbazole, min. 97% 250mg 48.00 [1308652-65-4] 1g 144.00

CH(CH ) C24H26NP; FW: 359.44; white pwdr.; m.p. 145-149° P 3 2 air sensitive N CH(CH3)2 Note: PhenCar-Phos Ligand Kit component. Technical Note: 1. See 15-0495. 15-7365 2,2'-(Di-o-tolylphosphino)diphenylether, min. 97% 250mg 54.00 H C CH DTP-DPEphos [205497-64-9] 3 3 1g 162.00

C40H36OP2; FW: 594.66; white pwdr. Technical Note: DPEphos analog. P P

CH3 O H3C

15-5185 (11aS)-(+)-5,6,10,11,12,13-Hexahydro-5-phenyl-4H-diindeno[7,1-cd:1’,7’-ef]phosphocin, 25mg 82.00 min. 97% (S)-SITCP [885701-78-0] 100mg 248.00

C25H23P; FW: 354.42; white solid moisture sensitive Technical Note: 1. Phosphine-catalyzed intra-and intermolecular gamma-addition of nitrogen nucleophiles to allenoates and alkynoates.

R R cat. 2 COOR NH cat. ArOH N H COOR2 CPME, 60°C Tech. Note (1) Ref. (1) R1 R1 Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -38-

PHOSPHORUS (Compounds) $ Price 15-5185 (11aS)-(+)-5,6,10,11,12,13-Hexahydro-5-phenyl-4H-diindeno[7,1-cd:1’,7’-ef]phosphocin, min. 97% (S)-SITCP [885701-78-0]

(cont.)

O O

O X H X cat. O N Tech. Note (1)

F 3C NH2 TBME, 10°C Ref. (1)

CF3 R R

Reference: 1. Angew. Chem. Int. Ed., 2013, 52, 2525.

15-2928 (Sp)-Hydroxymethylphenylphosphinic acid [(-)-(1R,2S,2R)-2-i- CH3 100mg 44.00 propyl-5-methylcyclohexanol]ester, 99% [1508260-88-5] 500mg 176.00

C17H27O3P; FW: 310.37; white pwdr. O hygroscopic P Note: Patent pending 13/912,392 O CH(CH ) OH 3 2

15-2915 (Rp)-Hydroxymethylphosphonic acid [(-)-(1R,2S,2R)-2-i-propyl- CH3 100mg 44.00 5-methylcyclohexanol]ester, 99% 500mg 176.00

C11H23O3P; FW: 234.27; white solid O

hygroscopic, (store cold) P Note: Patent pending. O H HO CH(CH3)2

15-1091 2-(2-Methoxyphenyl)-1-methyl-3-diphenylphosphino)-1H- PPh2 500mg 60.00 indole, min. 98% PPh2-Andole-Phos 2g 180.00 C28H24NOP; FW: 421.47; white to off-white pwdr.

CH3 H3CO 15-3525 5-Phenyl-5H-benzo[b]phosphindole, 99% [1088-00-2] 100mg 49.00 C H P; FW: 260.27; off-white to beige solid 500mg 196.00 18 13 P

15-1318 Tetrabutylphosphonium chloride (80-82 wt% solution in water) [2304-30-5] 5g 35.00 C H ClP; FW: 294.88; colorless to pale-yellow liq. 25g 85.00 16 36 HAZ 15-5130 (11aR)-(+)-10,11,12,13-Tetrahydro-5-(1,1- 25mg 70.00 dimethylethyl)diindeno[7,1-de,1',7'-fg)[1.3.2] dioxaphosphocin, 100mg 210.00

97% (R)-FuP-tBu O C21H23O2P; FW: 338.38; white solid; [α]D +456° (c 1.2, CH2Cl2) P C(CH3)3 moisture sensitive O

15-5131 (11aS)-(-)-10,11,12,13-Tetrahydro-5-(1,1-dimethylethyl)diindeno[7,1-de,1',7'-fg)[1.3.2] 25mg 70.00 dioxaphosphocin, 97% (S)-FuP-tBu [912457-08-0] 100mg 210.00

C21H23O2P; FW: 338.38; white solid; [α]D -456° (c 1.2, CH2Cl2) moisture sensitive

PHOSPHORUS (Compounds) $ Price

15-1511 (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)tetrahydro- CH3 H3C 100mg 50.00 2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin [1019840-96-0] 500mg 200.00

C45H49O4P; FW: 684.84; white solid Technical Notes: H3C CH3 1. Chiral ligand used in the nickel-catalyzed, enantioselective, conjugate C H O O allylation of activated enones. CH3 P C 2. Chiral ligand used in the palladium-catalyzed, enantioselective diboration CH O 3 of terminal alkenes. O C 3. Chiral ligand used in the palladium-catalyzed, asymmetric, 1,4-dihydroxylation of H 1,3-dienes via catalytic enantioselective diboration. H3C CH3 5 mol% Ni(cod)2 O 10 mol% ligand O Tech. Note (1) b b' allylB(pin), 1.5 equiv Ref. (1) CH3 H3C Ar pentyl toluene Ar pentyl rt Ar = Ph b:b' = 17:1 Ar = o-tolyl b:b' = >20:1

2 mol% Pd2(dba)3 6 mol% ligand allylB(pin) OH Tech. Note (2) n-hexyl n-hexyl Ref. (2) toluene, 60°C then H2O2

2 mol% Pd2(dba)3 6 mol% ligand B2(pin)2 R R OH Tech. Note (3) toluene, 60°C Ref. (3) then H2O2 OH References: 1. J. Am. Chem. Soc., 2008, 130, 4978. 2. J. Am. Chem. Soc., 2009, 131, 13210. 3. J. Am. Chem. Soc., 2009, 131, 9135. 15-1512 (3aS,8aS)-(+)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3- 100mg 50.00 dioxolo[4,5-e]dioxaphosphepin [1169835-86-2] 500mg 220.00

C45H49O4P; FW: 684.84; white solid Technical Note: 1. See 15-1511. 15-1513 (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-di-i-propylphenyl)tetrahydro- Pr-i i-Pr 100mg 55.00 2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin [1361146-90-8] 500mg 220.00

C61H81O4P; FW: 909.27; white pwdr. Technical Note: i-Pr Pr-i 1. Chiral ligand used in a palladium-catalyzed, enantioselective, terpene construction. C H O O 3% Pt(dba) CH3 CH3 3 3.8% (R,R)-ligand OH P C CH3 B (pin) (1.05 equiv) CH3 O O 2 2 C H toluene, 80°C, 12 h 80% yield i-Pr Pr-i >15:1 dr 98:2 er Tech. Note (1) then CH3 Ref. (1) Pr-i i-Pr CHO OCH OH CH CH CH 3 3 3 Reference: 1. J. Am. Chem. Soc., 2013, 135(7), 2501. 15-1514 (3aS,8aS)-(+)-4,4,8,8-Tetrakis(3,5-di-i-propylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3- 100mg 55.00 dioxolo[4,5-e]dioxaphosphepin 500mg 220.00

C61H81O4P; FW: 909.27; white pwdr. Technical Note: 1. See 15-1511. Et Et 15-1517 (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl)tetrahydro- 100mg 50.00 2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin [1187446-93-0] 500mg 200.00

C53H65O4P; FW: 797.06; white pwdr. Et Et

C H O O CH3 P C CH O 3 O C H Et Et

Technical Note: 1. See 15-1511. Et Et

PHOSPHORUS (Compounds) $ Price 15-1518 (3aS,8aS)-(+)-4,4,8,8-Tetrakis(3,5-diethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3- 100mg 50.00 dioxolo[4,5-e]dioxaphosphepin 500mg 220.00

C5H3H65O4P; FW: 797.06; white pwdr. Technical Note: 1. See 15-1511. 15-1322 Tetraoctylphosphonium bromide, min. 95% [23906-97-0] 5g 35.00 25g 85.00 C32H68BrP; FW: 563.76; white to yellow, waxy solid; hygroscopic 15-5730 Tribenzylphosphine, 98% [7650-89-7] 1g 36.00 (C6H5CH2)3P; FW: 304.37; white pwdr. 5g 144.00 air sensitive 15-1330 Tributyl(ethyl)phosphonium diethylphosphate, 95% [20445-94-7] 5g 35.00 25g 85.00 C18H42O4P2; FW: 384.47; colorless to pale-yellow liq.; d. 1.007; hygroscopic 15-1327 Tributyl(methyl)phosphonium methylsulfate, min. 95% [69056-62-8] 5g 25.00 C H O PS; FW: 328.18; white solid to pale-yellow liq. 25g 45.00 14 33 4 HAZ 15-1324 Tri-i-butyl(methyl)phosphonium tosylate, min. 95% [374683-35-9] 5g 35.00 C H O PS; FW: 388.54; white to yellow, waxy solid; d. 1.1 25g 85.00 20 37 3 15-5818 Tri-t-butylphosphine, min. 98% (50wt% in toluene) [13716-12-6] 2g 40.00 10g 152.00 C12H27P; FW: 202.32; colorless liq.; air sensitive 15-1337 Tri-n-hexylphosphine oxide/tri-n-octylphosphine oxide, min. 92% 5g 35.00 [mixture R3P(O), R2R'P(O), RR'2P(O), R'3P(O)] [100786-00-3] 25g 55.00

HAZ colorless, viscous liq.; b.p. 310° (50mm); f.p. 182° C; d. 0.88 15-1312 Tri-n-hexylphosphine, min. 96% [4168-73-4] 5g 35.00 C H P; FW: 286.48; colorless liq.; b.p. 227° (50mm); d. 0.818 25g 85.00 18 39 air sensitive

15-1310 2,4,6-Trioxa-1,3,5,7-tetramethyl-8-phosphaadamantane CH3 5g 39.00 (~32% in xylene) [26088-25-5] 25g 156.00 H HAZ C10H17O3P; FW: 216.21; colorless liq. P air sensitive H3C O O CH3 O

CH3

15-9165 Tris[3,5-bis(trifluoromethyl)phenyl]phosphine, 97% F3C CF3 250mg 30.00 [175136-62-6] 1g 90.00 C H F P; FW: 670.37; brown solid 5g 292.00 24 9 18

F3C P CF3

CF3 CF3 C H C H 15-7888 Tris[2-(diphenylphosphino)ethyl]phosphine, 98% 6 5 P 6 5 250mg 37.00 [23582-03-8] P P 1g 92.00

C42H42P4; FW: 670.68 C6H5 C6H5

C6H5 C6H5

PLATINUM (Elemental forms) $ Price 78-1685 Dealloyed Pt-Co core-shell fuel cell catalyst on carbon 100mg 175.00

black solid HAZ 78-1688 Dealloyed Pt-Cu core-shell fuel cell catalyst on carbon 100mg 175.00

black solid HAZ 78-1630 Platinum, 0.8% on activated carbon, 50% water-wet paste (NanoSelect Pt-100) 10g 98.00 [7440-06-4]; black solid (d50=25µm) 50g 392.00

Note: Sold in collaboration with BASF for research purposes only. 78-1635 Platinum 0.8% and molybdenum 0.3wt% on activated carbon, 50% water-wet paste 10g 98.00 (Nanoselect Pt-200) [7440-06-4] black solid (d50=25µm) 50g 392.00

Note: Sold in collaboration with BASF for research purposes only.

PLATINUM (Compounds) $ Price 98-4026 (Trimethyl)methylcyclopentadienylplatinum(IV), 99%, 78-1350, contained in 50 ml 20g 4880.00

Swagelok® cylinder high temperature valve (96-1071) for CVD/ALD [94442-22-5] (CH3)3(CH3C5H4)Pt; FW: 319.32; off-white pwdr.; m.p. 30-31°; b.p. subl. 23°/0.053mm; d. 1.88 air sensitive, (store cold) Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -41-

PLATINUM (Compounds) $ Price

78-1358 (Trimethyl)pentamethylcyclopentadinenylplatinum(IV), 99% CH3 250mg 99.00 [97262-98-1] H3C CH3 1g 297.00 C H Pt; FW: 375.41; off-white pwdr. 5g 1336.00 13 24 H C CH air sensitive 3 Pt 3 H3C CH3

CH3

POTASSIUM (Compounds) $ Price 78-1365 Tris(dibenzylideneacetone)diplatinum(0), min. 98% [63782-74-1] 250mg 68.00 1g 204.00 (C6H5CH=CHCOCH=CHC6H5)3Pt2; FW: 1093.03; air sensitive 78-1360 Tris(dibenzylideneacetone)platinum(0), min. 98% [11072-92-7] 250mg 80.00 1g 240.00 (C6H5CH=CHCPCH=CHC6H5)3Pt; FW: 897.96; brown solid; air sensitive 19-1930 Potassium bis(fluorosulfonyl)imide, 98% [14984-76-0] 1g 24.00 K[N(SO2F)2]; FW: 219.23; white pwdr. 5g 84.00 25g 294.00 moisture sensitive 19-3025 Potassium dicyanocuprate [13682-73-0] 10g 35.00 KCu(CN) ; FW: 154.68 50g 85.00 2 HAZ

19-1935 Potassium graphite C8K [37367-99-0] 1g 43.00 C K; FW: 135.18; bronze solid 5g 172.00 8 amp air sensitive, moisture sensitive HAZ 76-3510 Potassium hexachloroosmate (IV), 99% (99.98+%-Os) [16871-60-6] 250mg 58.00 K2OsCl6; FW: 481.12; red to purple xtl. 1g 174.00 5g 664.00 hygroscopic 19-5380 Potassium methylcyclopentadienide, 98% [41066-45-9] 250mg 45.00 CH3C5H4K; FW: 118.22; white to off-white solid 1g 135.00 5g 540.00 HAZ air sensitive, moisture sensitive 76-4050 Potassium osmate(VI) dihydrate, 99% (99.98+%-Os) [10022-66-9] 250mg 52.00 K2OsO4·2H2O; FW: 332.40 (368.43); purple pwdr. 1g 158.00 5g 634.00 HAZ hygroscopic 19-1977 Potassium trifluoromethanesulfonimide, min. 97% [90076-67-8] 250mg 21.00 K(C2F6NO4S2); FW: 319.25; white pwdr. 1g 58.00 hygroscopic 5g 246.00 RHODIUM (Compounds) $ Price 45-0218 (S)-(+)-4,12-Bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) 100mg 75.00 tetrafluoroborate, min. 97% [200808-73-7] 500mg 300.00 C48H46BF4P2Rh; FW: 874.54; air sensitive Note: Sold in collaboration with JM for research purposes only. Technical Note: 1. See 45-0217 (visit www.strem.com).

45-0255 (R)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane OCH3 100mg 102.00 (1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% H3CO 500mg 408.00

[1038932-67-0] C52H54BF4O4P2Rh; FW: 994.64 air sensitive P Note: Sold in collaboration with JM for research purposes only. + Rh Technical Note: 1. Catalyst use in the efficient, enantioselective synthesis of β,β-disubstituted carboxylic acids. P

COOH COOH H3CO OCH3 N Ru-(R)-XylPhanePhos N S/C = 1000 Boc Boc Tech. Note (1) N H 2 , MeOH N Ref. (1) >99% conv. 80% isolated yield >97% ee

Reference: 1. Tetrahedron Lett., 2008, 49, 5328.

RHODIUM (Compounds) $ Price

45-0256 (S)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane(1,5-cyclooctadiene) H3CO 100mg 102.00 OCH rhodium(I) tetrafluoroborate, min. 97% 3 500mg 408.00

C52H54BF4O4P2Rh; FW: 994.64 air sensitive P

+ Rh

OCH3 Technical Note: H CO 1. See 45-0255. 3 45-0915 Hydridotetrakis(triphenylphosphine)rhodium(I), 99% [18284-36-1] 250mg 74.00 RhH[P(C H ) ] ; FW: 1153.06; yellow microxtl. 1g 222.00 6 5 3 4 45-2080 Tetrakis[(R)-(-)-[(1R)-1-(4-bromophenyl)-2,2-diphenylcyclopropane- 50mg 88.00 carboxylato]dirhodium(II) Rh (R-BTPCP) [1345974-62-0] 250mg 352.00 2 4 C88H64Br4O8Rh2; FW: 1774.87; green solid Note: Patent PCT/US2012/040608. O Rh Technical Notes: 1. Chiral catalyst used for the enantioselective formation of cyclopropanes from the reaction of aryls O Rh with styryl diazoacetates. 2. Chiral catalyst used for the asymmetric synthesis of bicyclo[1.1.0]butane rings via the rhodium- catalyzed decomposition of 2-diazo-5-arylpent-4-enoates. 3. Reaction of vinyldiazoacetates with nitrones to form 2.5-dihydroisooxazoles, Br

Ar1 4 Ar2 CO2Me

Ar1 Ar2 Tech. Note (1) N2 Rh2(R-BTPCP)4 Ref. (1) (0.01-1 mol %) MeO2C >20 : 1 dr o 86-97% ee CH2Cl2, 23 C

2 R O2C H 1 0.01 mol % R N2 Rh2(R-BTPCP)4 Tech. Note (2) H Ref. (2)

EtOAc, r.t., 45 min 2 CO2R

(-), > 20:1 dr, 1 R up to 74% yield References: 1. J. Am. Chem. Soc., 2011, 133, 19198. up to 94% ee 2. Org. Lett., 2013, 15, 310. 45-2081 Tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylato] 50mg 88.00 dirhodium(II) Rh (S-BTPCP) [1345974-63-1] 250mg 352.00 2 4 C88H64Br4O8Rh2; FW: 1774.87; green solid Note: Patent PCT/US2012/040608. Technical Note: 1. See 45-2080. 45-2050 Tetrakis(1,5-cyclooctadiene)tetra-µ-hydridotetrarhodium, min. 98% [82660-97-7] 100mg 88.00 [RhH(C H )] ; FW: 848.38 500mg 352.00 8 12 4 air sensitive

45-0275 [Tris(3,5-dimethyl-1H-pyrazolato)hydroborato] H3C 50mg 85.00 bis(triphenylphosphine)rhodium(I) toluene adduct, 99% H3C 250mg 340.00

N [341483-76-9] CH3 C51H52BN6P2Rh; FW: 924.66; red xtl. N N N PPh3 B Rh H N PPh3 H3C N

CH3 H3C

RUTHENIUM (Compounds) $ Price 98-4067 Bis(ethylcyclopentadienyl)ruthenium(II), 98% (99.9%-Ru), 44-0040, contained in 50 ml 10g 2125.00

Swagelok® cylinder (96-1071) for CVD/ALD [(CH3CH2)C5H4]2Ru; FW: 287.37; pale yellow liq.; d. 1.3412 Note: Liquid ruthenium CVD precursor.

RUTHENIUM (Compounds) $ Price 44-0026 1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene) 50mg 74.00 (3-phenyl-1H-inden-1-ylidene)(4,5-dichloro-1,3-diethyl-1,3- NN 250mg 296.00 dihydro-2H-imidazol-2-ylidene)ruthenium(II) chloride 1g 888.00

[1228169-92-3] Cl C43H46Cl4N4Ru; FW: 861.73; orange-brown solid Ru Technical Note: Cl 1. Catalyst used for RCM reactions leading to tetrasubstituted olefins. H CH C CH CH 3 2 N N 2 3

EtOOC COOEt EtOOC COOEt Tech. Note (1) Cl Cl [Ru catalyst] Ref. (1)

toluene 100°C, 24 h

Yield - 96%

Tos Tos N N [Ru catalyst] Tech. Note (1) toluene 100°C, 24 h Ref. (1)

O O O YieldO - 99%

S S [Ru catalyst] Tech. Note (1) toluene 100°C, 24 h Ref. (1)

Yield - 99% Reference: 1. Organometallics, 2010, 29, 2761.

44-2319 Chloro(p-cymene)[(1R,2R)-(-)-2-amino-1,2- CH3 250mg 76.00 O O diphenylethyl(methylsulfonylamido)]ruthenium(II) H3C 1g 168.00 S RuCl(p-cymene)[(R,R)-MsDpen] [1097730-63-6] N C25H31ClN2O2RuS; FW: 560.10 air sensitive Ru Cl N CH(CH3)2 H H

44-2320 Chloro(p-cymene)[(1S,2S)-(-)-2-amino-1,2- CH3 250mg 76.00 O O diphenylethyl((methylsulfonylamido)]ruthenium(II) H3C 1g 168.00 S RuCl(p-cymene)[(S,S)-MsDpen] [329371-25-7] N C25H31ClN2O2RuS; FW: 560.10; orange solid air sensitive Ru Cl N CH(CH3)2 H H

44-3020 Chloro{(1R,2R)-1,2-diphenyl-1-[(3-(η6-phenyl)propyl)amino]-2- 100mg 98.00 (methylsulfonylamido)}ruthenium(II) RuCl[(R,R)–teth-MsDpen] 500mg 236.00

[1245811-39-5] C12H19ClN2O2RuS; FW: 391.88; brown pwdr. O air sensitive H Note: Sold in collaboration with JM for research purposes only. NNS CH3 Ru Cl O

44-3021 Chloro{(1S,2S)-1,2-diphenyl-1-[(3-(η6-phenyl)propyl)amino]-2- 100mg 98.00 (methylsulfonylamido)}ruthenium(II) RuCl[(S,S)–teth-MsDpen] [865488-44-4] 500mg 236.00

C12H19ClN2O2RuS; FW: 391.88; brown pwdr. air sensitive Note: Sold in collaboration with JM for research purposes only.

44-2325 Chloro(mesitylene)[(1R,2R)-(-)-2-amino-1,2- CH3 250mg 95.00 O O diphenylethyl(methylsulfonylamido)]ruthenium(II) S 1g 210.00 H3C RuCl(mesitylene)[(R,R)-MsDpen] [1160707-20-9] N C24H29ClN2O2RuS; FW: 546.10; brown pwdr. CH3 air sensitive Ru H3C Note: Sold in collaboration with JM for research purposes only. N Cl

H H

RUTHENIUM (Compounds) $ Price 44-2326 Chloro(mesitylene)[(1S,2S)-(+)-2-amino-1,2-diphenylethyl(methylsulfonylamido)] 250mg 95.00 ruthenium(II) RuCl(mesitylene)[(S,S)-MsDpen] [865488-44-4] 1g 210.00

C24H29ClN2O2RuS; FW: 546.10; brown pwdr. air sensitive Note: Sold in collaboration with JM for research purposes only. Technical Note: 1. See 44-2325.

44-0255 Chloro{N-[(1R,2R)-2-[(S)-[2-[[1,2,3,4,5,6-η)-4- CH3 250mg 64.00 methylphenyl]methoxy]ethyl]amino]-1,2- O O 1g 190.00 H C diphenylethylmethanesulfonamidato}ruthenium(II) 3 S Ru 5g 545.00 N Ru-(R,R)-Ms-DENEB [1333981-86-4] O N C25H29ClN2O3RuS; FW: 574.10; light to dark brown pwdr. Note: Manufactured under license of Takasago patent application PCT/JP2011/064490.

44-0256 Chloro{N-[(1S,2S)-2-[(R)-[2-[[1,2,3,4,5,6-η)-4-methylphenyl]methoxy]ethyl]amino]-1,2- 250mg 64.00 diphenylethylmethanesulfonamidato}ruthenium(II) Ru-(S,S)-Ms-DENEB [1361318-83-3] 1g 190.00 C H ClN O RuS; FW: 574.10; light to dark brown pwdr. 5g 545.00 25 29 2 3 Note: Manufactured under license of Takasago patent application PCT/JP2011/064490. 44-0138 Chloro(3-phenylindenyl)bis(triphenylphosphine)ruthenium(II), 250mg 75.00 min. 98% [1360950-16-8] 1g 225.00 C51H41ClP2Ru; FW: 852.34; red-brown solid Technical Notes: 1. Efficient, ruthenium-catalyzed S-S, S-Si, and S-B bond forming reactions. Ru 2. Chemoselective oxidation of secondary alcohols to ketones. Cl PPh3 3. Ruthenium complex used as an efficient transfer hydrogenation catalyst. PPh3

1 HSiR 3 1 RS-SR R-SH RS-SiR 3 Tech. Note (1) O Ref. (1) H B

O RS B

O OH O

"Ru" catalyst (0.5 mol%) Base (2.5 mol%) Tech. Note (2) Ref. (2) Acetone:toluene 110°C, 0.5 h

XH X

1 C R H 2 R1 R2 R

Ru catalyst + KHMDS Tech. Note (3) Ref. (3)

OH O

C H References: 1. Chemical Communications, 2013, 49, 5829. 2. Organometallics. 2013, 32, 660. 3. Advanced Synthesis & Catalysis. 2012, 354, 3036.

RUTHENIUM (Compounds) $ Price 44-2310 Dichloro[1,1’-bis(diphenylphosphino)ferrocene](2- 250mg 56.00 aminomethylpyridine)ruthenium(II) RuCl (AMPY)(DPPF) 1g 124.00 2 [1287255-62-2] H H P C40H36Cl2FeN2P2Ru; FW: 834.49; yellow pwdr. Cl N air sensitive Fe Ru Note: Sold in collaboration with JM for research purposes only. N P Cl

44-2314 Dichloro[(R)-(+)-2,2’-bis(di-p-tolylphosphino)-1,1’- 250mg 85.00 binaphthyl](2-aminomethylpyridine)ruthenium(II) 1g 188.00

H H RuCl2(AMPY)[(R)Tol-Binap] [858116-31-1] Cl N C54H48Cl2N2P2Ru; FW: 958.89; yellow pwdr. P Ru P air sensitive N Note: Sold in collaboration with JM for research purposes only. Cl

44-2315 Dichloro[(S)-(-)-2,2’-bis(di-p-tolylphosphino)-1,1’-binaphthyl](2-aminomethylpyridine) 250mg 85.00 ruthenium(II) RuCl2(AMPY)[(S)-Tol-Binap] [857678-55-8] 1g 188.00

C54H48Cl2N2P2Ru; FW: 958.89; yellow pwdr. air sensitive Note: Sold in collaboration with JM for research purposes only.

44-0645 Dichlorobis(µ-methanethioato)bis(pentamethyl- CH3 100mg 46.00 cyclopentadienyl)diruthenium(III), 99% 500mg 184.00 H3C (minimum 90% syn isomer) [216064-20-9] CH3 CH3 2g 552.00 Cl C22H36Cl2Ru2S2; black xtl. S H3C CH3 H C Ru Ru 3 CH3 Technical Notes: Cl S 1. Ruthenium-catalyzed vinylic substitution reactions. CH3H3C CH3 2. Ruthenium-catalyzed oxypropargylation of alkenes. Ar H3C

Ar Tech. Note (1) O O O O Ref. (1) Ru cat. + rt, 30 min ClCH CH Cl n 2 2 OH n

R R R R

isomer ratio(E/Z) >99/<1

OH Tech. Note (2) 3 mole% Ru cat. Ref. (2) + EtOH + 0°C, 2 h Ph OEt EtO Ph Ph References: 1. J. Am. Chem. Soc., 2008, 130, 2908. 2. Organometallics, 2009, 28, 48.

44-0433 Dichloro(p-cymene)triphenylphosphineruthenium(II) CH3 250mg 35.00 dichloromethane adduct, min. 98% [52490-94-5] H3C C H 1g 78.00 FW: 568.48 (653.41); orange to red pwdr. 5g 312.00 CH3 Ru Cl Cl PPh3 44-0111 {N-[3-(η6-phenyl)propyl]-[(1R-2R)-1,2-diphenyl-1-4- 100mg 84.00 methylbenzenesulfonylamidato(kN')-ethyl-2-amino- 500mg 184.00

(kN)]}ruthenium(II) (R,R)-Teth-TsDpen RuCl [1000286-38-3] C H ClN O RuS; FW: 620.17; orange pwdr. O 30 31 2 2 H air sensitive NNS CH3 Ru Cl O Technical Note: 1. See 15-0495.

SCANDIUM (Compounds) $ Price 21-2023 Scandium trifluoromethanesulfonimide, min. 97% [176726-07-1] 250mg 54.00 1g 162.00 Sc(C2F6NO4S2)3; FW: 885.40; white pwdr. hygroscopic Visit www.strem.com for new product announcements. 7 Mulliken Way, Newburyport, MA 01950-4098 Tel.: (978) 499-1600 ● Fax: (978) 465-3104 ● Toll Free: (800) 647-8736 ● Fax: (800) 517-8736 Email: [email protected] ● [email protected] ● [email protected] ● [email protected] ● (All other inquiries) [email protected] NpsinceCat24_071714 -46-

SILICON (Compounds) $ Price 98-4037 3-Aminopropyltriethoxysilane, 98%, 93-1402, contained in 50 ml Swagelok® cylinder 25g 810.00

(96-1071) for CVD/ALD [919-30-2] HAZ H2N(CH2)3Si(OC2H5)3; colorless liq.; b.p. 217°; f.p. 220°F; d. 0.943 moisture sensitive 14-1050 1,2-Bis[1,3-bis(2,6-di-i-propylphenyl)imidazol-2- i-Pr 50mg 110.00 ylidene]disilene [1070876-63-9] 250mg 440.00

C54H72N4Si2; FW: 833.35; colorless xtl. i-Pr N Note: Sold in collaboration with the University of Georgia. For N i-Pr i-Pr research purposes only. U.S. Patent 8,278,456. Si Si

i-Pr i-Pr N N i-Pr

i-Pr 14-1060 Bis(t-butylamino)silane, 97+% BTBAS [186598-40-3] 1g 66.00 [NH(C4H9)]2SiH2; FW: 174.36; colorless liq.; b.p. 167°C; f.p. 30°F; d. 0.816 5g 264.00 25g 1056.00 amp moisture sensitive, (store cold) HAZ 14-7030 Bis(diethylamino)silane, 97% [27804-64-4] H 1g 35.00 SiH [N(CH CH ) ] ; FW: 174.36; colorless liq.; b.p. 70° (30mm); 5g 80.00 2 2 3 2 2 Si d. 0.804 H3CH2C CH2CH3 HAZ N N NO UPS air sensitive, moisture sensitive H H3CH2C CH2CH3

14-1015 Bis(trimethylsilyl)sulfide, min. 98% [3385-94-2] S 1g 34.00 (CH3)3SiSSi(CH3)3; FW: 178.44; colorless liq.; b.p. 164°; 5g 106.00 (H3C)3Si Si(CH3)3 d. 0.846 25g 424.00 HAZ 14-1510 2,2,4,4,6,6-Hexamethylcyclotrisilazane, 97% [1009-93-4] 5g 45.00 C H N Si ; FW: 219.51; colorless liq. 25g 75.00 6 21 3 3 HAZ

14-5400 Octamethylcyclotetrasiloxane, 98% [556-67-2] CH3 25g 30.00 H3C C H O Si ; FW: 296.62; colorless liq.; m.p. 17-18°; b.p. 175-176°; CH3 100g 60.00 8 24 4 4 Si O HAZ d. 0.956 O Si moisture sensitive H3C CH3 Si O OSi H3C CH3 H3C

SODIUM (Compounds) $ Price 11-1230 Sodium 2-ethylhexanoate, 60% in water [1976-89-3] 50g 54.00 NaOOCH(C H )C H ; FW: 166.20; colorless liq. 250g 216.00 2 5 4 9 76-3520 Sodium hexachloroosmate((IV) hydrate (99.98+%-Os) [1307-81-9] 500mg 112.00 2g 334.00 Na2OsCl6·XH2O; FW: 448.90; brown to black pwdr. hygroscopic 11-1450 Sodium hexafluoroacetylacetonate, 97% [22466-49-5] 1g 55.00 Na(CF3COCHCOCF3); FW: 230.04; white pwdr. hygroscopic 5g 85.00 25g 340.00

11-1219 Sodium telluride (99.9%-Te) [12034-41-2] 250mg 42.00 Na Te; FW: 173.58; white to off-white solid; m.p. 953°; d. 2.9; STENCH 1g 126.00 2 amp air sensitive, moisture sensitive, hygroscopic, (store cold) 11-0560 Sodium trifluoromethanesulfonimide, min. 97% [91742-21-1] 250mg 21.00 Na(C2F6NO4S2); FW: 303.14; white pwdr. hygroscopic 1g 58.00 5g 246.00 11-0600 Sodium tetraphenylborate, tech. gr. (min. 95%) [143-66-8] 25g 34.00 NaB(C H ) ; FW: 342.23; off-white to pink pwdr. 100g 102.00 6 5 4 SULFUR (Compounds) $ Price 16-3025 1,3-(N-Mercaptoethylcarboxamide)benzene, 99% BDET [351994-94-0] 1g 50.00 C H N O S ; FW: 286.42 O O 5g 200.00 12 18 2 2 2 C C Technical Note: N N 1. Ligand used in a variety of applications involving heavy-metal chelation and H H amelioration of acute heavy-metal toxicity. HS SH

16-2230 3,4,5-Trimethylthiazolium iodide, 99% [62993-85-5] H3C CH3 1g 54.00 C H INS; FW: 255.12; white solid 5g 216.00 6 10 N I- moisture sensitive

H3C S

TANTALUM (Compounds) $ Price CH CH 73-0723 (t-Butylimido)tris(diethylamino)tantalum(V), min. 98% (99.99%-Ta) PURATREM 2 3 1g 98.00 [69896-41-7] H3CH2C 5g 416.00 N C16H39N4Ta; FW: 380.41; colorless solid H3CH2C

air sensitive, moisture sensitive N Ta N C(CH3)3

Technical Note: H CH C 3 2 N 1. Useful precursor for the atomic layer deposition of tantalum oxide and tantalum nitride. H CH C 3 2 References: CH2CH3 1. Semiconductor Science and Technology, 2012, 27, 074003/1. 2. Journal of Physical Chemistry C, 2011, 115, 11507. 3. Chemical Vapor Deposition, 2011, 17, 37. 4. Electrochemical and Solid-State Letters, 2010, 13, H426. 73-0950 Tantalum(V) n-butoxide (99.99+%-Ta) PURATREM [51094-78-1] 5g 84.00 C20H45O5Ta; FW: 546.52; colorless to light yellow liq. 25g 336.00 air sensitive, moisture sensitive

TIN (Compounds) $ Price 50-1170 Bis(N,N'-di-i-propylacetamidinato)tin(II), 99% [1421599-46-3] 250mg 125.00 (CH3)2HC Sn(C8H17N2)3; FW:401.18; orange sollid 1g 375.00 CH(CH3)2 air sensitive N N Note: Product sold under, use subject to, terms and conditions of H3C C Sn C CH3 label license at www.strem.com/harvard2. N N CH(CH3)2 (CH3)2HC TITANIUM (Compounds) $ Price

22-6015 Pentamethylcyclopentadienyltris CH3 250mg 38.00 (dimethylamino)titanium(IV), 99% [154940-96-2] H3C CH3 1g 114.00 [(CH ) C ]Ti[N(CH ) ] ; FW: 315.32; red xtl. 5g 456.00 HAZ 3 5 5 3 2 3 H3C CH3 moisture sensitive H C CH 3 Ti 3 N N

H3C N CH3

H3C CH3 98-4016 Tetrakis(dimethylamino)titanium(IV), 99% TDMAT, 93-2240, contained in 50 ml 25g 1205.00 ™ Swagelok cylinder (96-1071) for CVD/ALD [3275-24-9] HAZ Ti[N(CH3)2]4; FW: 224.20; yellow to orange liq.; b.p. 50°/0.5 mm; f.p. -22°F; d. 0.96 moisture sensitive

TUNGSTEN (Compounds) $ Price

74-1225 Bis(t-butylimido)bis(dimethylamido)tungsten(VI), min. H3C CH3 1g 99.00 97% [406462-43-9] N 5g 396.00

C12H30N4W; FW: 414.23; yellow liq.; b.p. 81°C (0.02mm); H3C W CH3 d. 1.305 N N C C H C CH air sensitive, moisture sensitive 3 N 3 H3C CH3 H3C CH3

VANADIUM (Compounds) $ Price 23-0500 Tetrakis(dimethylamino)vanadium(IV), min. 95% TDMAV [19824-56-7] 250mg 58.00 V[N(CH3)2]4; FW: 227.25; green liq. 1g 174.00 5g 696.00 HAZ air sensitive, moisture sensitive, (store cold)

ZINC (Compounds) $ Price 98-4005 Diethylzinc, min. 95%, 93-3030, contained in 50 ml Swagelok® cylinder (96-1071) for 25g 955.00

CVD/ALD [557-20-0] HAZ Zn(C2H5)2; FW: 123.49; colorless liq. NO UPS moisture sensitive, pyrophoric

30-4015 Zinc 2-methylimidazole MOF (ZIF-8) [59061-53-9] 1g 40.00 C8H12N4Zn; FW: 229.60 5g 78.00 25g 312.00

ZINC (Compounds) $ Price 30-3055 Bis[4,4,4-trifluoro-1-(2-thienyl-1,3-butanedionato]zinc TMEDA 1g 53.00 adduct, 99% [873585-38-7] 5g 212.00 S C22H24F6N2O4S2Zn; FW: 623.95; white pwdr. hygroscopic H C CH 3 3 O Note: Useful reagent for the MOCVD of zinc oxide. CF N O 3 Zn O N CF3 O H3C CH3

30-3095 Zinc i-propoxide, 99% [13282-39-8] 1g 45.00 Zn(OC H ) ; FW: 183.56; white pwdr. 5g 180.00 3 7 2 moisture sensitive

ZIRCONIUM (Compounds) $ Price 40-1105 Zirconium 1,4-dicarboxybenzene MOF (UiO-66) 500mg 42.00 Note: Sold under license from Inven2 AS for research purposes only. EP 09738396 and US 2g 88.00

12/989,641. Technical Note: 1. Zirconium 1,4-dicarboxybenzene (UiO-66) is a versatile MOF that exhibits a number of favorable properties such as high surface area (ref. 1), high porosity and shear stability (ref. 2) and thermal stability (ref. 3).

References: 1. J. Am. Chem. Soc., 2008, 139, 13850. 2. J. Phys. Chem. Lett., 2013, 4(6), 925. 3. Chemistry – An Asian Journal 2011, 6(12), 3270.

LIMITED QUANTITIES The following products are available in limited quantities and may be discontinued when stock is gone.

16-0517 2-Cyano-2-butylbenzodithiolate [220182-83-2] S CH3 100mg

C12H13NS2; FW: 235.37; dark red liq. C C light sensitive, (store cold) S CH2CH3 CN

S 16-0417 4-Cyano-4-[(ethylsulfanylthiocarbonyl)sulfanyl] CH 250mg pentanoic acid, min. 97% [1137725-46-2] 3 1g C C9H13NO2S3; FW: 263.40; yellow-orange pwdr. HOOCH2CH2C C S S CH2CH3 light sensitive, (store cold) CN

16-0516 2-Cyano-2-hexylbenzodithiolate S CH3 100mg

C14H17NS2; FW: 263.42; dark red liq. C C S CH2CH2CH2CH3 light sensitive, (store cold) CN

16-0528 2-Cyano-3-methyl-2-butylbenzodithiolate S CH3 100mg

C13H15NS2; FW: 249.40; dark red liq. C C light sensitive, (store cold) S CH(CH3)2 CN

16-0523 2-Cyano-2-pentylbenzodithiolate S CH3 100mg

C13H15NS2; FW: 249.40; dark red liq. C C light sensitive, (store cold) S CH2CH2CH3 CN

16-0521 2-Methyl-2-propylbenzodithiolate [5925-55-3] S CH3 100mg

C11H14S2; FW: 210.36; red-orange liq. C C light sensitive, (store cold) S CH3 CH3

LIMITED QUANTITIES The following products are available in limited quantities and may be discontinued when stock is gone.

16-0526 2-Phenylethylbenzodithiolate [37912-25-7] S CH3 100mg

C15H14S2; FW: 258.40; red-orange liq. C C light sensitive, (store cold) S H

16-0513 2-Phenyl-2-propylbenzodithiolate, min. 97% [201611-77-0] S CH3 250mg

C16H16S2; FW: 272.43; dark red-purple liq. C C light sensitive, (store cold) S CH 3

16-0532 2-(Thiobenzoylthio)propionic acid, min. 97% [78751-36-7] 100mg C H O S ; FW: 226.32 500mg 10 10 2 2 light sensitive, (store cold)

Note: Sold for research purposes only. Not for use in humans or animals. Patents: WO98/01478, WO99/311444.