5
3,4-Dimethoxyamphetamine The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. Page 1 of 5 SWGDRUG.org/monographs.htm Latest Revision: 12/16/2013 Form Chemical Formula Molecular Weight Melting Point ( o C) Base C 11 H 17 NO 2 195 Not Determined HCl C 11 H 17 NO 2 . HCl 231 151.1 O NH 2 CH 3 C H 3 O C H 3 1. GENERAL INFORMATION IUPAC Name: 1-(3,4-dimethoxyphenyl)propan-2-amine CAS#: 120-26-3 Synonyms: 3,4-DMA Source: DEA Reference Material Collection Appearance: White powder (HCl) UV max (nm): Not Determined 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA

3,4-dimethoxyamphetamine

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  • The Drug Enforcement Administrations Special Testing and Research Laboratorygenerated this monograph using structurally confirmed reference material.

    Page 1 of 5SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

    Form Chemical Formula Molecular Weight Melting Point (oC)Base C11H17NO2 195 Not DeterminedHCl C11H17NO2 . HCl 231 151.1

    O

    NH2

    CH3CH3

    OCH3

    1. GENERAL INFORMATION

    IUPAC Name: 1-(3,4-dimethoxyphenyl)propan-2-amine

    CAS#: 120-26-3

    Synonyms: 3,4-DMA

    Source: DEA Reference Material Collection

    Appearance: White powder (HCl)

    UVmax(nm): Not Determined

    2. CHEMICAL AND PHYSICAL DATA

    2.1 CHEMICAL DATA

  • The Drug Enforcement Administrations Special Testing and Research Laboratorygenerated this monograph using structurally confirmed reference material.

    Page 2 of 5SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013Chemical Shift (ppm)

    0

    0.5

    1.0

    3

    Chemical Shift (ppm)8 7 6 5 4 3 2

    0

    0.5

    1.0

    1.5

    2.0

    2.5

    3.0

    3.5

    3216111

    solvent impurity

    Maleic Acid

    HDO

    TSP

    1H NMR: 3,4-dimethoxyamphetamine HCl Lot # MP150-151 Batch 1; D2O; 400 MHz

    Chemical S...

    6

    Chemical Shift (ppm)

    00.10.20.30.4

    111

    Chemical Shift (ppm)

    21

    3. QUALITATIVE DATA

    3.1 NUCLEAR MAGNETIC RESONANCE

    Method NMR D2O

    Sample Preparation: Dilute analyte to ~10 mg/mL in D2O containing TSP for 0 ppm reference and maleicacid as quantitative internal standard.

    Instrument: 400 MHz NMR spectrometerParameters:

    Spectral width: at least containing -3 ppm through 13 ppm Pulse angle: 90o Delay between pulses: 45 seconds

  • The Drug Enforcement Administrations Special Testing and Research Laboratorygenerated this monograph using structurally confirmed reference material.

    Page 3 of 5SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

    m/z200180160140120100806040

    [x 105

    ]In

    tens

    ity

    1

    219

    5

    180

    179

    164

    152

    137

    121

    107

    91776551

    44

    EI+

    EI Mass Spectrum: 3,4-dimethoxyamphetamine HCl Lot # MP150-151 Batch 1

    m/z200180160140120100806040

    [x 10

    3 ]In

    tens

    ity

    195

    180

    17916

    4

    152

    137

    121

    107

    9177655144

    EI+

    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 0.25mm

    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 12oC/min 3) Hold final temperature for 9.0 minInjection Parameters:

    Split Ratio = 20:1, 1mL injectedMS Parameters: Mass scan range: 30-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scanRetention Time:

    8.184 min

  • The Drug Enforcement Administrations Special Testing and Research Laboratorygenerated this monograph using structurally confirmed reference material.

    Page 4 of 5SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

    3.3 INFRARED SPECTROSCOPY (FTIR)Insrument: FTIR with diamond ATR attachment (3 bounce)Scan Parameters: Number of scans: 32

    Number of background scans: 32Resolution: 4 cm-1

    Sample gain: 8Aperture: 150

    Wavenumber (cm-1)3500 3000 2500 2000 1500

    %Tr

    ansm

    ittan

    ce

    20

    30

    40

    50

    60

    70 31632974

    2939 29082833

    270026052590

    25732509

    15991508

    14661443

    14291338

    12671232

    11531144

    11201043

    10241011

    930850 795 768

    739625

    563461

    440

    Wavenumber (cm-1)1700 1600 1500 1400 1300 1200 1100 1000 900 800 700

    %Tr

    ansm

    ittan

    ce

    20

    30

    40

    50

    60

    70

    1599

    150814661452

    14431429 1417

    138913711363

    13381267

    12321203

    11531144

    1120

    10431024

    1011989

    958 930916893

    850804

    795 768739

    625600

    563

    461440

    FTIR ATR (Diamond, 3 Bounce): 3,4-dimethoxyamphetamine HCl Lot # MP150-151 Batch 1

  • The Drug Enforcement Administrations Special Testing and Research Laboratorygenerated this monograph using structurally confirmed reference material.

    Page 5 of 5SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

    http://en.wikipedia.org/wiki/Dimethoxyamphetamine

    4. ADDITIONAL RESOURCES

    Wikipedia