2,5-Dimethoxy-4-methylamphetamine

The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

CH3
NH2
CH3

H3C
H3C

1. GENERAL INFORMATION
IUPAC Name:

1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine

CAS#:

15588-95-1 (base), 15589-00-1 (HCl)

Synonyms:

DOM, STP, 4-methyl-2,5-dimethoxyamphetamine,

4-methyl-2,5-dimethoxy- -methylphenethylamine

Source:

DEA Reference Material Collection

Appearance:

Off-white powder

UVmax (nm):

Not Determined

2. CHEMICAL AND PHYSICAL DATA

2.1 CHEMICAL DATA
Form

Chemical Formula

Molecular Weight

Melting Point ( oC)

Base

C12H19NO2

209

Not Determined

HCl

C12H19NO2 . HCl

245

187.6

Latest Revision: 3/20/2014

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2,5-Dimethoxy-4-methylamphetamine
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 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
1

H NMR: 2,5-dimethoxy-4-methylamphetamine HCl; Lot A261B; D 2O; 400 MHz

HDO

10
Maleic acid (ISTD)

9
8
7
6
5
4
3

TSP

2
1
0
11

6 1

7.0

6.5

6.0

5.5

5.0

4.5
4.0
Chemical

3.5(ppm)
3.0
Shift

1.0

5.0

0.5

2.5

0
1
6.95

2.0

1.0

0.25

0.5
0

6
3.82 3.81 3.80 3.79

Latest Revision: 3/20/2014

1
3.675

3.625

1.5

1.0

2.925

SWGDRUG.org/monographs.htm

0.5

1.5

7.5

1.5

2.5

0.50

2.0

3
2.200

1.325

1.275

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2,5-Dimethoxy-4-methylamphetamine
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 7.0 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
8.360 min

Retention Time:

166

6
Intensity [x 10 ]

44

EI Mass Spectrum: 2,5-dimethoxy-4-methylamphetamine HCl; Lot A261B

151

1.0

40

60

Latest Revision: 3/20/2014

100

120

140

SWGDRUG.org/monographs.htm

160

180

209

194

176
178

135

122

115

77
79
80

97
103
105

EI+

51
53
63
65
67

39

91

0.5

200

m/z

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2,5-Dimethoxy-4-methylamphetamine
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

2035

%Transmittance

FTIR ATR (Diamond, 3 Bounce): 2,5-dimethoxy-4-methylamphetamine HCl; Lot A261B

1200

420 434
440
451
465
540

1300

685

Latest Revision: 3/20/2014

1400

648

1500

833
856
870

1600

750

895
935

1213

1700

Wavenumber (cm-1)

1045

30
20

1500

999

40

1090

50

2000

1173

1522

60

2500

1147

1595

70

3000

1306
1323 1354
1377
1390 1402
1435 1456
1466
1498
1508

%Transmittance

3500

434
540
648

750

1213

20

1045

30

685
833
870

2872
2908

40

1194

1402
1466
1508

50

999

60

1173

1306
1377

1595

2513
2600
2706

3037

70

1100

1000

900

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800

700

Wavenumber (cm-1)

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2,5-Dimethoxy-4-methylamphetamine
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/167
Wikipedia
http://en.wikipedia.org/wiki/4-methyl-2,5-dimethoxyamphetamine

Latest Revision: 3/20/2014

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