4-Chloro-2,5-Dimethoxyamphetamine

The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

CH3
NH2
CH3

Cl
H3C

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 Determined

HCl

C11H16ClNO2 . HCl

266

194.6

Latest Revision: 3/14/2014

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4-Chloro-2,5-Dimethoxyamphetamine
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 ~5 mg/mL in deuterium oxide (D2O) containing TSP for 0 ppm
reference and maleic acid as quantitative internal standard.
Instrument:
Parameters:

400 MHz NMR spectrometer

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

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

Maleic acid (ISTD)

HDO

10
9
8

TSP

7
6
5
4
3
2
1
0
1 1

33 1

7.0

6.5

6.0

5.5

5.0

4.5
4.0
Chemical

3.5(ppm)
3.0
Shift

7.5

0.25

5.0
1

2.5

0
1
7.2

1
7.1

7.0

Latest Revision: 3/14/2014

3.85

3.80

3
2.5

2.0

1.0

0.5

3.65

1.0

1.5

0.5

2
3.60

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1
3.70

1.5

2.950

3
2.900

1.325

1.275

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4-Chloro-2,5-Dimethoxyamphetamine
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 ~ 4 mg/mL base extracted into chloroform
Instrument:

Agilent gas chromatograph operated in split mode with MS detector

DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 m

Column:
Carrier Gas:

Helium at 1 mL/min
Injector: 280oC
MSD transfer line: 280oC
MS Source: 230 oC
MS Quad: 150oC
Oven program:
1) 100oC initial temperature for 1.0 min
2) Ramp to 300 oC at 12 oC/min
3) Hold final temperature for 9.0 min
Split Ratio = 25:1, 1 L injected

Temperatures:

Injection Parameters:
MS Parameters:

Mass scan range: 34-550 amu

Threshold: 100
Tune file: stune.u
Acquisition mode: scan
9.420 min

Retention Time:

5
Intensity [x 10 ]

44

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

155

180

229

214

198
200

220

m/z

229

214

198

142

125

112

99
105

89
91

75

65

51

42

186
188

171

155
160

186
188

140

171

120

142

125

112

99
105

75
77

89
91

100

77

80

44

60

39

4
Intensity [x 10 ]

40

65

EI+

51

39
42

EI+
40

60

Latest Revision: 3/14/2014

80

100

120

140

160

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180

200

220

m/z

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4-Chloro-2,5-Dimethoxyamphetamine
The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
3.3 INFRARED SPECTROSCOPY (FTIR)
Insrument:
Scan Parameters:

FTIR with diamond ATR attachment (3 bounce)

Number of scans: 32
Number of background scans: 32
Resolution: 4 cm-1
Sample gain: 8
Aperture: 150

903
499

633
671
710

405

903

438

737

804
833
860

Latest Revision: 3/14/2014

972

1500

Wavenumber (cm-1)

1034

1600

1009

1209

1497

10
1700

1500

1198

30
20

1055

1180

1392

1466

40

1119

50

2000

1093

1439

60

1248
1286
1309

1356

1591
1610

%Transmittance

2500

438

3000

737
804
860

3500

1034

10

1209

1497

20

1198

30

972 1009

1180

1392
1466

2891

40

1119

1309

50

499
633
710

1591
1610

2739
2802
2831
2850

2939
2997

60

2027

2501
2569

3068

%Transmittance

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

1400

1300

1200

1100

1000

900

SWGDRUG.org/monographs.htm

800

700

Wavenumber (cm-1)

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4-Chloro-2,5-Dimethoxyamphetamine
The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
4. ADDITIONAL RESOURCES
Forendex
http://forendex.southernforensic.org/index.php/detail/index/179
Wikipedia
http://en.wikipedia.org/wiki/4-Chloro-2,5-dimethoxyamphetamine

Latest Revision: 3/14/2014

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