DOCSLIB.ORG

A Convenient One-Pot Synthesis of Series of 3-(2,6-Diphenyl-4- Pyridyl)Hydroquinolin-2-One Under Microwave Irradiation and Their Antimicrobial Activities

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
A Convenient One-Pot Synthesis of Series of 3-(2,6-Diphenyl-4- Pyridyl)Hydroquinolin-2-One Under Microwave Irradiation and Their Antimicrobial Activities Indian Journal of Chemistry Vol. 48B, February 2009, pp. 261-266 A convenient one-pot synthesis of series of 3-(2,6-diphenyl-4- pyridyl)hydroquinolin-2-one under microwave irradiation and their antimicrobial activities Niraj K Ladani, Manish P Patel, Ranjan G Patel* Department of Chemistry, S P University, Vallabh Vidyanagar 388 120, India E-mail: [email protected] Received 1 July 2008 ; accepted (revised) 31 October 2008 A series of 3-(2,6-diphenyl-4-pyridyl)hydroquinolin-2-one 4a-x compounds are synthesized in high yields by one pot cyclocondensation reactions under Krohnke’s reaction conditions using 2-chloro-3-formyl quinoline 1a-d, various acetophenone 2a-f, N-phenacylpyridinium chloride 3 in the mixture of ammonium acetate and acetic acid by microwave irradiation. All the compounds have been characterized by elemental analysis, FT- IR, 1H and 13 C NMR, and mass spectral analysis. These compounds have been screened for their antimicrobial activities. Keywords : Microwave irradiation, 2-chloro-3-formyl quinoline, acetophenone, N-phenacylpyridinium chloride, Krohnke’s reaction condition Polysubstituted pyridines have been synthesized using active heterocyclic systems containing two an enormous number of preparative approaches such biologically active moieties quinolines 11,12 and as Hantzsch synthesis from a 1,5-diketone and a pyridine 13,14 by microwave irradiation. nitrogen derivatives 1,2 , cyclization of chalcones and Microwave irradiation is very attractive for iminophosphoranes 3, reactions of unsaturated imines chemical applications and has become a widely with enolates 4 and cyclization of α,β-unsaturated accepted non-conventional energy source for compounds with α-substituted ketones and a nitrogen performing organic synthesis 15,16 . Compared with source 5. Among these approaches, the later approach classical heating, microwave assisted organic is the most frequently employed. The two-step synthesis is characterized by spectacular acceleration, Krohnke synthesis 6-8 via condensation of α,β- higher yields, milder reaction conditions and shorter unsaturated ketones with pyridinium salts in the reaction times as well as allowing synthesis to presence of a mixture of ammonium acetate and become environmentally benign, improving many acetic acid gives a variety of polysubstituted pyridines processes 17,18 . and has distinct advantages over the other routes. Multicomponent reactions (MCRs) offer significant Results and Discussion advantages and are increasingly important in organic Under microwave irradiation, 2-chloro-3-formyl and medicinal chemistry. Chao-Guo Yan and his quinoline 1a-d, acetophenone 2a-f, N- coworkers have described a simple but effective phenacylpyridinium chloride 3 in the presence of modification of the Krohnke’s synthesis of pyridines ammonium acetate and acetic acid reacted smoothly in one-pot reactions of N-phenacylpridinium bromide to give 4a-x (Scheme I) in high yield(82-92%, with aromatic aldehydes and cyclic ketones under Table I ). The required 2-chloro-3-formyl quinoline microwave irradiation to give annulated pyridine 1a-d was prepared by Vilsmeier-Haack reaction 19 and derivatives. Literature survey reveals that number of N-phenacylpyridinium chloride 3 was prepared by pyridine derivatives have been synthesized by literature procedure 20 . krohnke reaction conditions using various aldehyde The formation of compounds 4a-x involves the but not a single reference have been found where 2- Krohnke mechanism (Scheme II). The reaction is chloro-3-formyl quinoline is used. We wish to report homogeneous and proceeds via formation of 3- herein this heterocyclic aldehyde which is formyl-2(1 H)-quinolones 21 from 2-chloro-3-formyl biologically active 9,10 with a view to obtain more quinoline 1a-d in the presence of the acetic acid and 262 INDIAN J CHEM, SEC B, FEBRUARY 2009 COCH3 O R CHO N + _ + + Cl N Cl R1 1a-d 2a-f 3 MWI NH4OAc AcOH H N O R N R = H, CH3, OCH3, Cl R1 = H, CH3, OCH3, Cl, Br, F R1 4a-x Scheme I then it reacts with acetophenone 2a-f to form α,β- screened for their antibacterial and antifungal unsaturated ketone, which is reacted with N- activities using ciprofloxacin, ampicillin and phenacylpyridinium chloride 3 to give 1,5-diketone griseofulvin as standard drugs. derivatives, then cyclized with ammonia and finally pyridine cation is eliminated with the formation of 3- Evaluation of antimicrobial activity (2,6-diphenyl-4-pyridyl)hydroquinolin-2-one 4a-x22-24 . The in vitro antimicrobial activity was carried out The structure of compounds 4a-x were confirmed by against 24 hr old cultures of three bacteria and two 25,26 IR, 1H NMR , 13 C NMR and mass spectra. IR spectra fungi by disc-diffusion method . Compounds 4a-x of compound 4c exhibited absorptions at 3156 for have been tested for their antibacterial activity against (–NH), 3010 for (aromatic C=H stretching), 1655 for Escherichia coli as Gram-negative bacteria and (carbonyl group) and 1400-1600 cm -1 for (C=C Becillus substilis and Staphylococcus aureus as aromatic and C=N of stretching of pyridine). The 1H Gram-positive bacteria and antifungal activity against NMR of compound 4c showed singlet at δ 12.10 for ( Aspergillus Niger and Rhizopus. –NH) proton which is D 2O exchangeable, it also Nutrient agar and potato dextrose agar were used to showed singlet at 3.85 for (-OCH 3) and aromatic culture the bacteria and fungus respectively. The protons resonate as multiplets at 7.25-8.60. The 13 C compounds were tested at a concentration of 1000 NMR spectrum of compound 4c showed signals at δ µg/mL in DMF solution. Ciprofloxacin, ampicillin 55.73 for aliphatic carbon and 114.62-160.72 for and griseofulvin were used as standards for aromatic carbon, the carbonyl carbon was observed at comparison of antibacterial and antifungal activities δ 161.10. The structure was further confirmed by its respectively. Inhibition was recorded by measuring mass spectral studies. It gave molecular ion peak at the diameter of the inhibition zone at the end of 24 hr m/z 405 (M+1) corresponds to molecular formula for bacteria at 35°C and 48 h. for fungus at 28°C. The C H N O (Scheme I) . All the compounds were protocols are summarized in Table II . 27 20 2 2 LADANI et al. : SYNTHESIS OF 3-(2,6-DIPHENYL-4- PYRIDYL)HYDROQUINOLIN-2-ONE 263 Table I Physical and analytical data of compounds 4a-x Compd R R1 Yield (%) m.p.(°C) Mol. Formula Colour Found (Calcd) % (Mol. wt) C H N 4a H H 92 279-80 C26 H18 N2O pale yellow 83.42 4.80 7.44 (374.44) (83.40 4.84 7.48) 4b H CH 3 88 268 C27 H20 N2O white 83.42 5.23 7.23 (388.47) (83.48 5.18 7.21) 4c H OCH 3 90 285 C27 H20 N2O2 pale yellow 80.3 4.95 6.96 (404.47) (80.17 4.98 6.92) 4d H Cl 84 281-82 C26 H17 ClN 2O white 76.33 4.16 6.88 (408.88) (76.37 4.19 6.85) 4e H Br 86 283-84 C26 H17 BrN 2O off-white 68.82 3.83 6.13 (453.34) (68.88 3.78 6.17) 4f H F 85 295 C26 H17 FN 2O pale yellow 79.64 4.31 7.10 (392.43) (79.57 4.36 7.13) 4g CH 3 H 91 280 C27 H20 N2O white 83.43 5.22 7.17 (388.47) (83.48 5.18 7.21) 4h CH 3 CH 3 82 289-90 C28 H22 N2O white 83.53 5.46 7.02 (402.49) (83.55 5.50 6.96) 4i CH 3 OCH 3 90 246-47 C28 H22 N2O2 white 80.40 5.26 6.67 (418.49) (80.36 5.29 6.69) 4j CH 3 Cl 80 >300 C27 H19 ClN 2O yellow 76.65 4.59 6.56 (422.91) (76.68 4.52 6.62) 4k CH 3 Br 88 299-300 C27 H19 BrN 2O white 69.33 4.02 6.05 (467.36) (69.38 4.09 5.99) 4l CH 3 F 85 >300 C27 H19 FN 2O off-white 79.72 4.75 6.84 (406.46) (79.78 4.71 6.89) 4m OCH 3 H 90 >300 C27 H20 N2O2 yellow 80.21 4.94 6.85 (404.47) (80.17 4.98 6.92) 4n OCH 3 CH 3 86 220 C28 H22 N2O2 white 80.32 5.26 6.74 (418.49) (80.36 5.29 6.69) 4o OCH 3 OCH 3 88 195 C28 H22 N2O3 yellow 77.35 5.07 6.46 (434.49) (77.40 5.10 6.44) 4p OCH 3 Cl 82 >300 C27 H19 ClN 2O2 grey 73.86 4.40 6.33 (438.91) (73.88 4.36 6.38) 4q OCH 3 Br 86 >300 C27 H19 BrN 2O2 pale yellow 67.02 4.00 5.75 (483.36) (67.09 3.96 5.79) 4r OCH 3 F 80 >300 C27 H19 FN 2O yellow 76.78 4.48 6.59 (422.46) (76.76 4.53 6.63) 4s Cl H 85 >300 C26 H17 ClN 2O off-white 76.32 4.22 6.81 (408.88) (76.37 4.19 6.85) 4t Cl CH3 83 299-300 C27 H19 ClN 2O off-white 76.64 4.56 6.57 (422.91) (76.68 4.52 6.62) 4u Cl OCH 3 86 265 C27 H19 ClN 2O2 off-white 73.85 4.32 6.44 (438.91) (73.88 4.36 6.38) 4v Cl Cl 85 292 C26 H16 Cl 2N2O pale yellow 70.42 3.65 6.27 (443.33) (70.44 3.63 6.31) 4w Cl Br 90 >300 C26 H16 BrClN 2O pale yellow 64.10 3.26 5.79 (487.78) (64.02 3.30 5.74) 4x Cl F 88 >300 C26 H16 ClFN 2O pale yellow 73.18 3.73 6.53 (426.87) (73.15 3.77 6.56) 264 INDIAN J CHEM, SEC B, FEBRUARY 2009 R CHO R CHO O Acetic acid + R1 C CH3 N Cl N O H NH4OAc R R NH NH O NH4OAc O H + + N N _ _ _ Acetic acid Cl Cl O O O O R R1 1 + _ -H+ -NC6H5Cl R R NH NH .
Load more

Recommended publications
  • Ammonium Acetate
    Right to Know Hazardous Substance Fact Sheet Common Name: AMMONIUM ACETATE Synonyms: None CAS Number: 631-61-8 Chemical Name: Acetic Acid, Ammonium Salt RTK Substance Number: 0085 Date: April 2002 Revision: March 2011 DOT Number: UN 9079 Description and Use EMERGENCY RESPONDERS >>>> SEE LAST PAGE Ammonium Acetate is a white, crystalline (sand-like) solid Hazard Summary with a slight vinegar-like odor. It is used in chemical analysis, Hazard Rating NJDOH NFPA textile dyeing, and preserving meats. HEALTH 2 - FLAMMABILITY 1 - REACTIVITY 0 - POISONOUS GASES ARE PRODUCED IN FIRE Reasons for Citation f Ammonium Acetate is on the Right to Know Hazardous Hazard Rating Key: 0=minimal; 1=slight; 2=moderate; 3=serious; 4=severe Substance List because it is cited by DOT and IRIS. f Ammonium Acetate can affect you when inhaled. f Contact can irritate and burn the skin and eyes. f Inhaling Ammonium Acetate can irritate the nose, throat and lungs causing coughing, wheezing and/or shortness of breath. SEE GLOSSARY ON PAGE 5. FIRST AID Eye Contact Workplace Exposure Limits f Immediately flush with large amounts of water for at least 30 No occupational exposure limits have been established for minutes, lifting upper and lower lids. Remove contact Ammonium Acetate. However, it may pose a health risk. lenses, if worn, while flushing. Seek medical attention. Always follow safe work practices. Skin Contact f Quickly remove contaminated clothing. Immediately wash contaminated skin with large amounts of water. Inhalation f Remove the person from exposure. f Begin rescue breathing (using universal precautions) if breathing has stopped and CPR if heart action has stopped.
    [Show full text]
  • Ammonium Acetate Precipitation Protocol
    Ammonium Acetate Precipitation Protocol How superstitious is Aub when pomiferous and madding Eddie requoted some ophite? Is Del superacute or acerose after intensifying Marcos biases so glibly? Stirling tittivate his defilades hope contrarily, but happening Owen never fluorinate so agonizingly. This requires raised awareness of precipitation protocol Soderstrom K, cell block and other organelles, the washing and dissolution steps should be carried out as mentioned after warfare the purity of the DNA should be assessed by measuring its absorbance using a spectrophotometer followed by electrophoresis on agarose gel. Nanodrop to meet this protocol to reference photo to pcr sequencing? Add 110 vol of 3 M sodium acetate pH 52 to send solution of DNA Mix by. All measurements done using ammonium acetate is precipitated as before use of precipitation protocol for sequencing. Ldh ammonium sulfate precipitation Uzwoolentex. Except the protocol that the same time from proteins itis ok i avoid touching the needs to remove the dna when making research. Sacchi is precipitated under the precipitate! Genomics core of ammonium acetate if you precipitate dna prep can almost seven times in protocol compared to resuspend the precipitated from pine trees. Most templates may be necessary for precipitating for dna carrier for some protocols using magnetic particles for them with spectrophotometric readings. What supplies does the mall stock? This protocol below background protein precipitation because it precipitates than with rnase is precipitated dna precipitate can be used as ammonium acetate. Recovery of DNA from Agarose Gels. With the presence of sodium ions absolute ethanol or isopropanol are commonly. Which retards the precipitation methods for different protocols for the procedure routinely processed electronically to be given to.
    [Show full text]
  • Methods of Soil ,Analysis Used in The Soil Testing Laboratory at Oregon State University
    71 REVISED ED. AVAILABLE LACE'' fq7e Methods of Soil ,Analysis Used in the Soil Testing Laboratory at Oregon State University (Special Report)32I April I97i (Agricultural Experiment Station Oregon State University Corvallis CONTENTS Page Introduction General 1 Collection and Preparation of Soil Samples 2 Accuracy and Precision . .. 2 Documentation of Methods 3 Analytical Methods PH 4 Extractable Phosphorus Sodium Bicarbonate Method 6 Dilute Acid-Fluoride Method 9 Extractable Potassium, Sodium, Calcium, and Magnesium 11 Water Soluble Boron 13 Organic Matter 15 Total Soluble Salts 17 Exchangeable Sodium 19 Cation Exchange Capacity-Ammonium Acetate Method . 21 Total Nitrogen 22 Extractable Ammonium and Nitrate Nitrogen 24 Extractable Zinc 27 Exchangeable Hydrogen 28 Extractable Sulfate Sulfur 30 Literature Cited 34 Appendix 36 AUTHORS: S. Roberts, former Assistant Professor, Department of Soils, Oregon State University, is now Assistant Soil Scientist, Irrigation Experiment Station, Washington State University, Prosser, Washington; R. V. Vodraska, former Assistant in Soils, Oregon State University, is now Agricultural Service Manager, U. S. Testing Inc., Richland, Washing- ton; M. D. Kauffman is Instructor, Department of Soils, Oregon State University; and E. H. Gardner is an Extension Soils Specialist, Oregon State University. METHODS OF SOIL ANALYSIS USED IN THE SOIL TESTING LABORATORY AT OREGON STATE UNIVERSITY S. Roberts, R. V. Vodraska, M. D. Kauffman, and E. H. Gardner INTRODUCTION General The routine chemical analysis of soil, commonly known as "soil testing," is a means for evaluating the potential of soil to supply some of the essential plant nutrients. Deficiencies of several essential plant nutrients are recognized for commercial crop produc- tion in Oregon.
    [Show full text]
  • Investigation of the Use of Ammonium Acetate As an Alternative Lixiviant in the Leaching of Malachite
    Available on line at Association of the Chemical Engineers of Serbia AChE www.ache.org.rs/CICEQ Chemical Industry & Chemical Engineering Quarterly 19 (1) 25−35 (2013) CI&CEQ ASIM KÜNKÜL1 INVESTIGATION OF THE USE OF AMMONIUM ABDULVAHAP GÜLEZGIN2 1 ACETATE AS AN ALTERNATIVE LIXIVIANT IN NİZAMETTİN DEMİRKIRAN THE LEACHING OF MALACHITE ORE 1Chemical Engineering Department, Faculty of Solutions containing ammonia allow for selective leaching of copper from a Engineering, Inonu University, copper ore. In this study, the leaching and kinetics of malachite ore were Malatya, Turkey examined using ammonium acetate solutions as an alternative lixiviant. The 2Kırşehir Prison and Detention effects of some experimental parameters on the leaching of malachite ore House, Kırşehir, Kırşehir, Turkey were investigated. A kinetic model to represent the effects of these parameters SCIENTIFIC PAPER on the leaching rate was developed. It was determined that the leaching rate increased with increasing solution concentration, temperature and stirring UDC 546.56:66:549.743.12 speed, and decreasing particle size and solid-to-liquid ratio. It was found that the leaching reaction followed the mixed kinetic control model. The activation DOI 10.2298/CICEQ120113039K energy of this leaching process was determined to be 59.6 kJ mol-1. Conse- quently, it was determined that ammonium acetate solutions could be used as an effective leaching agent for copper extraction from malachite ore. Keywords: copper, kinetic, leaching, malachite. Metals are frequently produced after being ex- lues in the metal source pass into the solution by tracted from an ore or its concentrates because most dissolving in the leaching step [1,2].
    [Show full text]
  • Scope and Application Ammonium Acetate Solution Buffered at Ph 7.0 Is Used to Displace Exchangeable Cations in Agricultural Soils
    Ammonium Acetate Method Scope and Application Ammonium acetate solution buffered at pH 7.0 is used to displace exchangeable cations in agricultural soils. This method gives an estimation of plant-available base cations (potassium, calcium, sodium, and magnesium). For calcareous soils (pH > 7.4 and calcium carbonate > 0.5%), this method overestimates plant available calcium, and Normandin et al. (1998) suggested using ammonium acetate solution buffered at pH 8.5 to suppress dissolution of calcium carbonates. Summary This is the method indexed by the OSU Extension Service Nutrient Management Guides for cations. Two grams of air-dried soil sample is shaken with 20 mL of ammonium acetate solution, filtered, and cations in the filtrate are determined by ICP-OES. Equipment and Materials Balance (xx.xx g) 1L volumetric flask Weigh boat 50 mL polypropylene centrifuge tube with cap (Falcon tube) – 1 tube per sample Reciprocating shaker Filter papers – Whatman #1 – 1 per sample Collection funnels – 1 per sample Reagents Ammonium acetate (mw 77.08) Acetic acid Ammonium hydroxide Deionized water Procedure 1. Preparation of ammonium acetate extraction solution a. Add approximately 600 mL deionized water to 1L volumetric flask b. Measure 77.08 g of ammonium acetate into flask c. Bring to volume, mix well d. Check pH to ensure it is at 7.0. If not, adjust using either acetic acid or ammonium hydroxide 2. Weigh 2 g of air-dried soil into 50 mL tubes. Include one tube with CAL standard soil and one tube with no soil to be the method blank. 1 3. Add 20 mL of ammonium acetate extraction solution to each tube, including the CAL standard and method blank.
    [Show full text]
  • Making LC Methods MS Friendly
    Making LC Methods MS Friendly Mark Powell Applications Engineer Columns and Supplies Technical Support 8 October 2013 Topics •LC/MS ionization techniques •ESI •APCI •APPI •Appropriate conditions •Volatile buffers for MS •Ion pair chromatography •HILIC •Appropriate columns •Column diameter •Bonded phase •Particle size •Adapting existing methods to LC/MS •Maximizing Sensitivity •Minimize extra column volume •Avoiding interferences •Sample preparation LC/MS Techniques and Applications •Atmospheric pressure ionization (API) •Three typical API methods: •ESI - electrospray ionization •APCI - atmospheric pressure chemical ionization •APPI - atmospheric pressure photoionization •Appropriate ionization method depends largely on analyte polarity •Positive ion mode (protonation) or negative ion mode (deprotonation) •Masses measured as mass to charge ratio (m/z) Applicability of Atmospheric Pressure Ionization Techniques Electrospray Ionization • Most common ionization technique • Used for high and low molecular weight compounds • Ions are formed in solution and then the droplets are evaporated • Analyte volatility not required • Compounds containing heteroatoms such as N, S, and O typically analyze well • Can form multiply-charged ions • Like UV detection, ESI is concentration sensitive • ESI is generally more sensitive for samples that are ionized in solution Electrospray Ionization Electrospray Ions Nebulizer (gas Heated nitrogen drying gas shown in red) Solvent spray + + Dielectric capillary entrance APCI and APPI Sources •APCI •Analyte and mobile
    [Show full text]
  • Exhibit 2D-3
    Exhibit 2D–3. Hazardous Substances 1. Acetaldehyde 73. Captan 144. Ferrous sulfate 2. Acetic acid 74. Carbaryl 145. Formaldehyde 3. Acetic anhydride 75. Carbofuran 146. Formic acid 4. Acetone cyanohydrin 76. Carbon disulfide 147. Fumaric acid 5. Acetyl bromide 77. Carbon tetrachloride 148. Furfural 6. Acetyl chloride 78. Chlordane 149. Guthion 7. Acrolein 79. Chlorine 150. Heptachlor 8. Acrylonitrile 80. Chlorobenzene 151. Hexachlorocyclopentadiene 9. Adipic acid 81. Chloroform 152. Hydrochloric acid 10. Aldrin 82. Chloropyrifos 153. Hydrofluoric acid 11. Allyl alcohol 83. Chlorosulfonic acid 154. Hydrogen cyanide 12. Allyl chloride 84. Chromic acetate 155. Hydrogen sulfide 13. Aluminum sulfate 85. Chromic acid 156. Isoprene 14. Ammonia 86. Chromic sulfate 157. Isopropanolamine dodecylbenzenesulfonate 15. Ammonium acetate 87. Chromous chloride 158. Kelthane 16. Ammonium benzoate 88. Cobaltous bromide 159. Kepone 17. Ammonium bicarbonate 89. Cobaltous formate 160. Lead acetate 18. Ammonium bichromate 90. Cobaltous sulfamate 161. Lead arsenate 19. Ammonium bifluoride 91. Coumaphos 162. Lead chloride 20. Ammonium bisulfite 92. Cresol 163. Lead fluoborate 21. Ammonium carbamate 93. Crotonaldehyde 164. Lead fluorite 22. Ammonium carbonate 94. Cupric acetate 165. Lead iodide 23. Ammonium chloride 95. Cupric acetoarsenite 166. Lead nitrate 24. Ammonium chromate 96. Cupric chloride 167. Lead stearate 25. Ammonium citrate 97. Cupric nitrate 168. Lead sulfate 26. Ammonium fluoroborate 98. Cupric oxalate 169. Lead sulfide 27. Ammonium fluoride 99. Cupric sulfate 170. Lead thiocyanate 28. Ammonium hydroxide 100. Cupric sulfate ammoniated 171. Lindane 29. Ammonium oxalate 101. Cupric tartrate 172. Lithium chromate 30. Ammonium silicofluoride 102. Cyanogen chloride 173. Malathion 31. Ammonium sulfamate 103. Cyclohexane 174. Maleic acid 32. Ammonium sulfide 104.
    [Show full text]
  • Chemical Compatibility Storage Group
    CHEMICAL SEGREGATION Chemicals are to be segregated into 11 different categories depending on the compatibility of that chemical with other chemicals The Storage Groups are as follows: Group A – Compatible Organic Acids Group B – Compatible Pyrophoric & Water Reactive Materials Group C – Compatible Inorganic Bases Group D – Compatible Organic Acids Group E – Compatible Oxidizers including Peroxides Group F– Compatible Inorganic Acids not including Oxidizers or Combustible Group G – Not Intrinsically Reactive or Flammable or Combustible Group J* – Poison Compressed Gases Group K* – Compatible Explosive or other highly Unstable Material Group L – Non-Reactive Flammable and Combustible, including solvents Group X* – Incompatible with ALL other storage groups The following is a list of chemicals and their compatibility storage codes. This is not a complete list of chemicals, but is provided to give examples of each storage group: Storage Group A 94‐75‐7 2,4‐D (2,4‐Dichlorophenoxyacetic acid) 94‐82‐6 2,4‐DB 609-99-4 3,5-Dinitrosalicylic acid 64‐19‐7 Acetic acid (Flammable liquid @ 102°F avoid alcohols, Amines, ox agents see SDS) 631-61-8 Acetic acid, Ammonium salt (Ammonium acetate) 108-24-7 Acetic anhydride (Flammable liquid @102°F avoid alcohols see SDS) 79‐10‐7 Acrylic acid Peroxide Former 65‐85‐0 Benzoic acid 98‐07‐7 Benzotrichloride 98‐88‐4 Benzoyl chloride 107-92-6 Butyric Acid 115‐28‐6 Chlorendic acid 79‐11‐8 Chloroacetic acid 627‐11‐2 Chloroethyl chloroformate 77‐92‐9 Citric acid 5949-29-1 Citric acid monohydrate 57-00-1 Creatine 20624-25-3
    [Show full text]
  • MSDS Material Safety Data Sheet
    For RICCA, SpectroPure, Red Bird, and Solutions Plus Brands Emergency Contact(24 hr) -- CHEMTREC® Domestic: 800-424-9300 International: 703-527-3887 ACETIC ACID - AMMONIUM ACETATE BUFFER TS MSDS Material Safety Data Sheet Section 1: Chemical Product and Company Identification Catalog Number: 170 Product Identity: ACETIC ACID - AMMONIUM ACETATE BUFFER TS Manufacturer's Name: Emergency Contact(24 hr) -- CHEMTREC® RICCA CHEMICAL COMPANY LLC Domestic: 800-424-9300 International: 703-527-3887 CAGE Code: 4TCW6, 0V553, 4XZQ2 Address: Telephone Number For Information: 448 West Fork Dr 817-461-5601 Arlington, TX 76012 Date Prepared: 6/28/99 Revision: 2 Last Revised: 09/13/2001 Date Printed: 01/23/2012 3:44:31 am Section 2. Composition/Information on Ingredients Component CAS Registry # Concentration ACGIH TLV OSHA PEL 7.5-8 Not Available Not Available Ammonium Acetate 631-61-8 Not Available Not Available 5-6 10 ppm 10 ppm Acetic Acid 64-19-7 25 mg/m3 25 mg/m3 Balance Not Available Not Available Water, Deionized 7732-18-5 Not Available Not Available Section 3: Hazard Identification Emergency Overview: Ingestion can lead to irritation of the digestive tract, diarrhea, diuresis (urine secretion indicating increased kidney function), and systemic ammonia poisoning. Non-flammable, non-corrosive. May cause mild irritation to the skin, eyes, and upper respiratory tract. Does not present any significant health hazards. Target Organs: eyes, skin, digestive tract, respiratory system, teeth. Eye Contact: May cause irritation, redness, pain, and tearing. Inhalation: May cause irritation of mucous membranes of the nose and throat as well as mild irritation of the upper respiratory tract.
    [Show full text]
  • Nucleic Acid Precipitation from Dilute Solutions
    Protocol TD-P Revision 2.0 Creation Date: 6/10/2015 Revision Date: 3/6/2019 Nucleic Acid Precipitation from Dilute Solutions Introduction Glycogen is also an inert carrier used to increase nucleic acid recovery from alcohol precipitation. It is a preferred coprecipitant for solutions containing oligonucleotides or low concentrations of DNA or RNA, as it does not add exogenous nucleic acids like other coprecipitants, such as yeast RNA or tRNA. Glycogen, a highly purified branched chain carbohydrate, is insoluble in ethanol and isopropanol and forms a precipitate that traps nucleic acids. Upon centrifugation, the insoluble glycogen/nucleic acid precipitate forms a visible pellet that simplifies downstream sample processing. Glycogen, 20 mg/ml, may be used for the recovery of oligonucleotides (>8 bases) and low amounts of nucleic acids (≥20 pg) from diluted solutions. Materials Nucleic acid solution Glycogen, 20 mg/ml (GoldBio Catalog # G-090) 3M Sodium Acetate, pH 5.2 Isopropanol or ethanol Nuclease-free water or TE Buffer, pH 8 Method 1. Add 1/10 volume of 3M sodium acetate, pH 5.2 to the nucleic acid in solution. Note: 1/10 volume of 2M sodium chloride or 5M ammonium acetate may be substituted. 2. Add Glycogen Solution, 20 mg/ml to final concentration of 0.05-1 µg/µl. Note: For oligonucleotides, use a final concentration of 1 µg/µl. For DNA or RNA, use a final concentration of 0.05-1 µg/µl of Glycogen Solution. 3. Add 1 volume of isopropanol to the solution. Mix gently. Note: 2.5 volumes of ethanol may be substituted.
    [Show full text]
  • Synthesis of Bisimidazole Derivatives for Selective Sensing of Fluoride Ion
    Supplementary Information Synthesis of bisimidazole derivatives for selective sensing of fluoride ion Liang Zhang,*,a and Fang Liua aSchool of Material Science and Engineering, Yancheng Institute of Technology, Yancheng 224051, Jiangsu, China, Email: [email protected] General Information: All the starting materials (analytic pure) were purchased from either TCI or Sinopharm Chemical Reagent Co, Ltd and were used as received without further purification. 1 Using DMSO-d6 as solvent and tetramethylsilane (TMS) as the internal standard, H NMR NMR spectra were measured on INOVA 400 MHz NMR spectrometer at ambient temperature. UV-vis absorption spectra were determined on a Shimadzu RF540 spectrophotometer. Scheme S1. Synthetic routes for the preparation of three compounds 1a-1c: (i) ammonium acetate, glacial acetic acid; (ii) ammonium acetate, glacial acetic acid, phenanthrene-9,10-dione; (iii) ammonium acetate, glacial acetic acid, 1,10-phenanthroline-5,6-dione. Scheme S2. Structural changes of compounds 1a-1c. Experimental Section Synthesis of 4-(4,5-diphenyl-1H-imidazol-2-yl)benzaldehyde A mixture of bezil (10 mmol,2.10 g), terephthalaldehyde (12 mmol, 1.61 g), ammonium acetate (100 mmol,7.70 g) and glacial acetic acid(30 mL) was heated at 120 oC for 3h and monitored by TLC. The mixture solution was poured into ice-water and adjusted pH = 7 with aqueous ammonia . The precipitate was collected on a filter and washed with cold water, dried, and then separated by column chromatography with hexane/ethyl acetate (hexane/ethyl acetate, V:V=3:1) as eluent. The green solid (4.6 mmol, 1.47 g, 46%) was obtained after evaporation of solvents.
    [Show full text]
  • USE of 8-HYDROXYQUINOLINE in DETERMINATIONS of ALUMINUM, BERYLLIUM, and MAGNESIUM by Howard B
    U. S. DEPARTMENT OF COMMERCE NATIONAL BUREAU OF STANDARDS RESEARCH PAPER RP813 Part of Journal of Research of the National Bureau of Standards, Volume 15. July 1935 USE OF 8-HYDROXYQUINOLINE IN DETERMINATIONS OF ALUMINUM, BERYLLIUM, AND MAGNESIUM By Howard B. Knowles ABSTRACT The methods commonly used for precipitating aluminum by 8-hydroxyquin­ oline from an acetic-acid solution, buffered with ammonium acetate, do not sufficiently define the conditions requisite for complete precipitation. The present article describes a method in which aluminum is precipitated as the oxyquinolate from a solution which has been partially neutralized with ammonium hydroxide, using bromcresol purple as an indicator. Results obtained in the separation of aluminum from beryllium and magnesium, and in the separation of beryllium in the presence of aluminum, iron, titanium, and zirconium, by the described procedure, are given. CONTENTS Page I. Introduction________ ___________________________________________ 87 II. General considerations _____ .. ___ __ ___ _____ _ _ ___ _ __ _ _ _ _ __ _ _ __ __ __ __ 88 " III. Experimental work____ __ __ ____ __ __ _ ______ _ ___ __ _ __ _ _ __ __ ____ _ _ __ 89 1. Determination of aluminum_______________________________ 89 2. Determination of aluminum oxide in feldspar________________ 91 3. Separation and determination of beryllium and aluminum _____ 91 (a) Determination of aluminum in the presence of beryllium~ 92 (b) Determination of beryllium in the presence of alumi­ num, iron, titanium, and zirconium_ _ _ _ _ _ _ _ _ _ _ _ _ __ _ 92 4. Determination of aluminum in the presence of magnesium_____ 93 IV.
    [Show full text]