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4 chloro 2,5 dimethoxyamphetamine

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Page 1 of 5 SWGDRUG.org/monographs.htm Latest Revision: 3/14/2014 4-Chloro-2,5-Dimethoxyamphetamine The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. O CH 3 Cl O C H 3 NH 2 CH 3 1. GENERAL INFORMATION IUPAC Name: 1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine CAS#: 123431-31-2 (base), 42203-77-0 (HCl) Synonyms: DOC, 4-Cl-2,5-DMA, 2,5-dimethoxy-4-chloroamphetamine Source: DEA Reference Material Collection Appearance: White powder UV max (nm): Not Determined 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA Form Chemical Formula Molecular Weight Melting Point ( o C) Base C 11 H 16 ClNO 2 229 Not Determined HCl C 11 H 16 ClNO 2 . HCl 266 194.6

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  • SWGDRUG.org/monographs.htmLatest Revision: 3/14/2014

    4-Chloro-2,5-DimethoxyamphetamineThe Drug Enforcement Administrations Special Testing and Research Laboratory

    generated this monograph using structurally confirmed reference material.

    OCH3

    Cl

    OCH3

    NH2

    CH3

    1. GENERAL INFORMATION

    IUPAC Name: 1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine

    CAS#: 123431-31-2 (base), 42203-77-0 (HCl)

    Synonyms: DOC, 4-Cl-2,5-DMA, 2,5-dimethoxy-4-chloroamphetamine

    Source: DEA Reference Material Collection

    Appearance: White powder

    UVmax (nm): Not Determined

    2. CHEMICAL AND PHYSICAL DATA

    2.1 CHEMICAL DATA

    Form Chemical Formula Molecular Weight Melting Point (oC)Base C11H16ClNO2 229 Not DeterminedHCl C11H16ClNO2 . HCl 266 194.6

  • SWGDRUG.org/monographs.htmLatest Revision: 3/14/2014

    4-Chloro-2,5-DimethoxyamphetamineThe Drug Enforcement Administrations 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 ~5 mg/mL in deuterium oxide ( D2O) containing TSP for 0 ppmreference and maleic acid 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

    1H NMR: 4-Chloro-2,5-dimethoxyamphetamine HCl; Lot MP193-194; D2O; 400 MHz

    7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0

    0

    1

    2

    3

    4

    5

    6

    7

    8

    9

    10

    3213311

    HDOMaleic acid (ISTD)

    TSP

    Chemical Shift (ppm)

    1.325 1.275

    0

    1

    2

    3

    3

    2.950 2.900

    0

    0.5

    1.0

    1.5

    2

    3.70 3.65 3.60

    0

    0.25

    1

    7.2 7.1 7.0

    0

    1

    2

    11

    3.85 3.80

    0

    2.5

    5.0

    7.5

    33

  • SWGDRUG.org/monographs.htmLatest Revision: 3/14/2014

    4-Chloro-2,5-DimethoxyamphetamineThe Drug Enforcement Administrations Special Testing and Research Laboratory

    generated this monograph using structurally confirmed reference material.

    3.2 Gas Chromatography/Mass Spectrometry

    Sample Preparation: Dilute analyte ~ 4 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 = 25:1, 1mL injectedMS Parameters: Mass scan range: 34-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scanRetention Time:

    9.420 min

    EI Mass Spectrum: 4-Chloro-2,5-dimethoxyamphetamine HCl; Lot MP193-194

    m/z220200180160140120100806040

    [x 10

    5 ]In

    tens

    ity

    1

    2

    39 4244

    51 65 75 77

    89 91 99 105

    112

    125

    142

    155

    171 1

    8618

    819

    8

    214

    229

    EI+

    m/z220200180160140120100806040

    [x 10

    4 ]In

    tens

    ity

    3942

    4451 65 75

    77

    89 91 99

    105

    112

    125

    142 1

    55

    171 186

    188

    198

    214

    229

    EI+

  • SWGDRUG.org/monographs.htmLatest Revision: 3/14/2014

    4-Chloro-2,5-DimethoxyamphetamineThe Drug Enforcement Administrations 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: 32Resolution: 4 cm-1

    Sample gain: 8Aperture: 150

    FTIR ATR (Diamond, 3 Bounce): 4-Chloro-2,5-dimethoxyamphetamine HCl; Lot MP193-194

    Wavenumber (cm-1)3500 3000 2500 2000 1500

    %Tr

    ansm

    ittan

    ce

    10

    20

    30

    40

    50

    60

    438499633710

    737804860903

    9721009

    10341119

    11801198

    12091309

    13921466

    14971591

    1610

    202725012569273928022831

    285028912939

    29973068

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

    %Tr

    ansm

    ittan

    ce

    10

    20

    30

    40

    50

    60 405438

    499

    633671710

    737804833860

    903

    9721009

    10341055

    10931119

    11801198

    12091248128613091356

    13921439

    14661497

    15911610

  • SWGDRUG.org/monographs.htmLatest Revision: 3/14/2014

    4-Chloro-2,5-DimethoxyamphetamineThe Drug Enforcement Administrations Special Testing and Research Laboratory

    generated this monograph using structurally confirmed reference material.

    http://forendex.southernforensic.org/index.php/detail/index/179

    http://en.wikipedia.org/wiki/4-Chloro-2,5-dimethoxyamphetamine

    4. ADDITIONAL RESOURCES

    Forendex

    Wikipedia


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