2,5-Dimethoxy-4-ethylamphetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 1 of 5SWGDRUG.org/monographs.htmLatest Revision: 1/8/2015

OCH3CH3 NH2

CH3

O

CH3

1. GENERAL INFORMATION

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

CAS#: 22004-32-6 (base)

Synonyms: DOET, DOE, Hecate

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 C13H21NO2 223 Not Determined

HCl C13H21NO2. HCl 259 194

2,5-Dimethoxy-4-ethylamphetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 2 of 5SWGDRUG.org/monographs.htmLatest Revision: 1/8/2015

3. QUALITATIVE DATA

3.1 NUCLEAR MAGNETIC RESONANCE

Sample Preparation: Dilute analyte to ~25 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

7 6 5 4 3 2 1 0

0

1

2

3

4

5

6

7

8

9

10

3322162

Maleic Acid

TSP

HDO

6.950 6.900

2

3.675 3.625

1

2.9 2.8 2.7 2.6

22

3.825

6

1.30 1.20

336 1

1H NMR: 2,5-dimethoxy-4-ethylamphetamine HCl Lot # J-1; D2O; 400MHz

2,5-Dimethoxy-4-ethylamphetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 3 of 5SWGDRUG.org/monographs.htmLatest Revision: 1/8/2015

EI Mass Spectrum: 2,5-dimethoxy-4-ethylamphetamine HCl Lot # J-1

m/z220200180160140120100806040

[x 1

06]

Inte

nsity

0.5

1.0

1.5

2.0

2.5

3.0

3.522

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

322

3

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

208

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

192

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

180

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

165

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

149

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

134

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

121

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

115

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

105

919191 9191919191 9191919191 9191919191 91919191

777777 7777777777 7777777777 7777777777 77777777

656565 6565656565 6565656565 6565656565 65656565535353 5353535353 5353535353 5353535353 53535353

444444 4444444444 4444444444 4444444444 44444444

303030 3030303030 3030303030 3030303030 30303030EI+

3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY

Sample Preparation: Dilute analyte ~4 mg/mL base extracted into chloroform.

Instrument:Column:Carrier Gas:Temperatures:

Agilent gas chromatograph operated in split mode with MS detector HP-5 MS (or equivalent); 30m x 0.25 mm x 0.25 mmHelium at 1 mL/minInjector: 280oCMSD transfer line: 280oCMS Source: 230oCMS Quad: 150oCOven program:

1) 100oC initial temperature for 1.0 min2) Ramp to 300oC at 12 oC/min3) Hold final temperature for 9.0 min

Injection Parameters: Split Ratio = 20:1, 1 mL injectedMS Parameters: Mass scan range: 30-550 amu

Threshold: 100Tune file: stune.uAcquisition mode: scan

Retention Time: 9.883 min

2,5-Dimethoxy-4-ethylamphetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 4 of 5SWGDRUG.org/monographs.htmLatest Revision: 1/8/2015

3.3 INFRARED SPECTROSCOPY (FTIR)

Insrument: FTIR with diamond ATR attachment (1 bounce)Scan Parameters: Number of scans: 32

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

Sample gain: 8Aperture: 150

FTIR ATR (Diamond, 1 Bounce): 2,5-dimethoxy-4-ethylamphetamine HCl Lot # J-1

Wavenumber (cm-1)3500 3000 2500 2000 1500

%Tr

ansm

ittan

ce

20

30

40

50

60

70

3240324032403240324032403240324032403240324032403240324032403240324032403240324032403240

2868286828682868286828682868286828682868286828682868286828682868286828682868286828682868

2488248824882488248824882488248824882488248824882488248824882488248824882488248824882488 1699

169916991699169916991699169916991699169916991699169916991699169916991699169916991699 1581

158115811581158115811581158115811581158115811581158115811581158115811581158115811581

15101510151015101510151015101510151015101510151015101510151015101510151015101510151015101491149114911491149114911491149114911491149114911491149114911491149114911491149114911491

1460146014601460146014601460146014601460146014601460146014601460146014601460146014601460

1406140614061406140614061406140614061406140614061406140614061406140614061406140614061406

1319131913191319131913191319131913191319131913191319131913191319131913191319131913191319

1205120512051205120512051205120512051205120512051205120512051205120512051205120512051205

1186118611861186118611861186118611861186118611861186118611861186118611861186118611861186 1036

103610361036103610361036103610361036103610361036103610361036103610361036103610361036

960960960960960960960960960960960960960960960960960960960960960960

862862862862862862862862862862862862862862862862862862862862862862

825825825825825825825825825825825825825825825825825825825825825825708708708708708708708708708708708708708708708708708708708708708708648648648648648648648648648648648648648648648648648648648648648648

486486486486486486486486486486486486486486486486486486486486486486 463

463463463463463463463463463463463463463463463463463463463463463

409409409409409409409409409409409409409409409409409409409409409409

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

%Tr

ansm

ittan

ce

20

30

40

50

60

70

1699169916991699169916991699169916991699169916991699169916991699169916991699169916991699 1581

158115811581158115811581158115811581158115811581158115811581158115811581158115811581

15101510151015101510151015101510151015101510151015101510151015101510151015101510151015101491149114911491149114911491149114911491149114911491149114911491149114911491149114911491

1460146014601460146014601460146014601460146014601460146014601460146014601460146014601460

1452145214521452145214521452145214521452145214521452145214521452145214521452145214521452 1406

140614061406140614061406140614061406140614061406140614061406140614061406140614061406

1319131913191319131913191319131913191319131913191319131913191319131913191319131913191319

1205120512051205120512051205120512051205120512051205120512051205120512051205120512051205

1186118611861186118611861186118611861186118611861186118611861186118611861186118611861186 1036

103610361036103610361036103610361036103610361036103610361036103610361036103610361036

960960960960960960960960960960960960960960960960960960960960960960

862862862862862862862862862862862862862862862862862862862862862862

825825825825825825825825825825825825825825825825825825825825825825

708708708708708708708708708708708708708708708708708708708708708708

648648648648648648648648648648648648648648648648648648648648648648

486486486486486486486486486486486486486486486486486486486486486486 463

463463463463463463463463463463463463463463463463463463463463463

453453453453453453453453453453453453453453453453453453453453453453

409409409409409409409409409409409409409409409409409409409409409409

2,5-Dimethoxy-4-ethylamphetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 5 of 5SWGDRUG.org/monographs.htmLatest Revision: 1/8/2015

http://forendex.southernforensic.org/index.php/detail/index/177

http://en.wikipedia.org/wiki/2,5-Dimethoxy-4-ethylamphetamine

4. ADDITIONAL RESOURCES

Forendex

Wikipedia