4,5-MDAI The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. O O NH2 1. GENERAL INFORMATION IUPAC Name: 7,8-dihydro-6H-indeno[4,5-d][1,3]dioxol-7-amine CFR: Not Scheduled (11/2013) CAS#: Unavailable Synonyms: 4,5-methylenedioxy-2-aminoindane Source: DEA Reference Material Collection Appearance: White powder (HCl) Retention Index: Pending UVmax (nm): 202.3, 283.7 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA Form Chemical Formula Molecular Weight Melting Point (oC) Base C10H11NO2 177 Not Determined . HCl C10H11NO2 HCl 213 243.0 Latest Revision: 11/12/2013 SWGDRUG.org/monographs.htm Page 1 of 5 4,5-MDAI The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. 3. QUALITATIVE DATA 3.1 NUCLEAR MAGNETIC RESONANCE Sample Preparation: Dilute analyte to ~10 mg/mL in deuterated methanol (CD3OD) containing TMS for 0 ppm reference and dimethylfumarate as quantitative internal standard. Instrument: 400 MHz NMR spectrometer Parameters: Spectral width: at least containing -3 ppm through 13 ppm Pulse angle: 90o Delay between pulses: 45 seconds 1 H NMR: 4,5-MDAI HCl; Lot N16-P75C; CD3OD; 400 MHz Dimethylfumarate (ISTD) CD3OH Dimethylfumarate (ISTD) 10 9 CD2HOD 8 7 6 5 4 3 * - Impurity 2 1 TMS * * 2 2 1 2 2 7 6 5 Chemical4 Shift (ppm)3 2 1 0 CD2HOD 7.5 2.0 1.5 5.0 1.0 2.5 0.5 1 1 2 1 2 2 6.7750.575 0.5506.725 0.5255.950 0.5754.125 0.5504.0750.5253.350 3.300 2.975 2.925 Latest Revision: 11/12/2013 SWGDRUG.org/monographs.htm Page 2 of 5 4,5-MDAI The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. 3.2 Gas Chromatography/Mass Spectrometry Sample Preparation: Dilute analyte ~ 1 mg/mL base extracted into chloroform Instrument: Agilent gas chromatograph operated in split mode with MS detector Column: DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 mm Carrier Gas: Helium at 1 mL/min Temperatures: Injector: 280oC MSD transfer line: 280oC MS Source: 230oC MS Quad: 150oC Oven program: 1) 100oC initial temperature for 1.0 min 2) Ramp to 300oC at 12 oC/min 3) Hold final temperature for 9.0 min Injection Parameters: Split Ratio = 20:1, 1 mL injected MS Parameters: Mass scan range: 30-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scan Retention Time: 8.261 min EI Mass Spectrum: 4,5-MDAI HCl; Lot N16-P75C ] 4 177 [x 10 Intensity 160 7 149 6 5 91 4 118 130 3 135 102 65 51 77 120 89 146 2 63 39 59 30 42 1 EI+ 40 60 80 100 120 140 160 180 m/z Latest Revision: 11/12/2013 SWGDRUG.org/monographs.htm Page 3 of 5 4,5-MDAI The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. 3.3 INFRARED SPECTROSCOPY (FTIR) Insrument: FTIR with diamond ATR attachment (3 bounce) Scan Parameters: Number of scans: 32 Number of background scans: 32 Resolution: 4 cm-1 Sample gain: 8 Aperture: 150 FTIR ATR (Diamond, 3 Bounce): 4,5-MDAI HCl; Lot N16-P75C 2661 3392 1618 721 %Transmittance 80 2910 783 588 625 1508 1294 1171 463 1497 806 72 1011 922 64 1236 1051 56 403 1460 3500 3000 2500 2000 1500 Wavenumber (cm-1) 850 872 1578 754 698 1618 1111 721 %Transmittance 530 1093 575 989 498 80 422 955 783 588 1375 1255 625 1508 1294 1171 463 1497 806 800 72 1011 922 64 1236 1051 56 403 1460 1700 1600 1500 1400 1300 1200 1100 1000 900 800 700 Wavenumber (cm-1) Latest Revision: 11/12/2013 SWGDRUG.org/monographs.htm Page 4 of 5 4,5-MDAI The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. 4. ADDITIONAL RESOURCES Casale, J. F.; Hays, P. A. Characterization of the "Methylenedioxy-2-aminoindans". Microgram J. 2011, 8(2), 43-52. Latest Revision: 11/12/2013 SWGDRUG.org/monographs.htm Page 5 of 5.