4-Hydroxy-DIPT

The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

CH3

H3C
OH

CH3

CH3
N
H
1. GENERAL INFORMATION
IUPAC Name:

3-[2-(diisopropylamino)ethyl]-1H-indol-4-ol

CAS#:

63065-90-7

Synonyms:

4-OH-DIPT, 4-HO-DIPT, iprocin, 4-hydroxy-N,N-diisopropyltryptamine

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

C16H24N2O

260

Not Determined

HCl

C16H24N2O . HCl

296

283.2

Latest Revision: 1/5/2015

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4-Hydroxy-DIPT
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 base extracted CDCl3 containing TMS for 0 ppm
reference.
Instrument:
400 MHz NMR spectrometer
Parameters:
Spectral width: at least containing -3 ppm through 13 ppm
Pulse angle: 90o
Delay between pulses: 45 seconds
1

H NMR: 4-OH DIPT HCl Lot SF06008; CDCl3; 400MHz

TMS

10
9
8
7

CHCl3

6
5
4
3
2
1
0
1 2

22 2

12

0.75
0.50
0.25
0
1

7.00

Latest Revision: 1/5/2015

1
6.75

2
3.1

2
3.0

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12

2
2.9

2.8

1.050

1.000

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4-Hydroxy-DIPT
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 methanol.
Instrument:
Column:
Carrier Gas:
Temperatures:

Agilent gas chromatograph operated in split mode with MS detector

DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 m
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 = 20:1, 1 L injected
Mass scan range: 30-550 amu
Threshold: 100
Tune file: stune.u
Acquisition mode: scan
14.502 min
EI Mass Spectrum: 4-OH-DIPT HCl Lot # SF06008

Injection Parameters:
MS Parameters:

5
Intensity [x 10 ]

114

Retention Time:

1.5

40

80

Latest Revision: 1/5/2015

100

120

140

160

180

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200

220

240

260

245

229

215

199

174

160

130

104

86
91

146
60

77

65

EI+

56

43

0.5

30

72

1.0

260

m/z

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4-Hydroxy-DIPT
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 (1 bounce)

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

735

40

490
582
661

50

843
968
1038
1130
1161
1261
1294 1350

60

1396
1433
1452
1589

3147

2669

3240

70

2943

%Transmittance

FTIR ATR (Diamond, 1 Bounce): 4-OH-DIPT HCl Lot SF06008

30
20
3000

1500

Wavenumber (cm-1)

490
517
582
604

634
661
694

756
785

843

968

1049
1038

1261

50

2000

1093
1130
1161

60

2500

1294
1319
1350

70

1396
1433
1452

1589

1506

%Transmittance

3500

735

40
30
20
1700

1600

1500

Latest Revision: 1/5/2015

1400

1300

1200

1100

1000

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900

800

700 Wavenumber (cm-1)

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4-Hydroxy-DIPT
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/1175
Wikipedia
http://en.wikipedia.org/wiki/4-HO-DiPT

Latest Revision: 1/5/2015

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