URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 1 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

Form Chemical Formula Molecular Weight Melting Point (oC)

Base C19H21NO2 295 124.9

NH

OO

1. GENERAL INFORMATION

IUPAC Name: cyclohexyl biphenyl-3-yl carbamate

CAS#: 565460-15-3

Synonyms: [1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester

Source: DEA Reference Material Collection

Appearance: White powder

UVmax(nm): 235.8

2. CHEMICAL AND PHYSICAL DATA

2.1 CHEMICAL DATA

URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 2 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

3. QUALITATIVE DATA

3.1 NUCLEAR MAGNETIC RESONANCE

Method NMR CD3OD

Sample Preparation: Dilute analyte to ~5 mg/mL inCD3OD containing TMS for 0 ppm reference anddimethylfumarate 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

Chemical Shift (ppm)8 7 6 5 4 3 2

0

0.5

1.0

1.5

2.0

2.5

6221621

1H NMR: URB-602; Lot 0438099-15; CD3OD; 400 MHz

Chemical S...

1

Chemical Shift (ppm)7.7 7.6 7.5

0

2.5

5.0

7.5

621

Chemical Shift (ppm)

00.51.01.52.0

622

ISTD

URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 3 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013m/z25020015010050

[x 1

04 ]In

tens

ity

0.5

1.0

1.5

39

55

67

8388

9610

1

115

139

169

195

213

267

282

295

EI+

EI Mass Spectrum: URB-602 Lot 0438099-15

3.2 Gas Chromatography/Mass Spectrometry

Sample Preparation: Dilute analyte ~1 mg/mL base extracted into chloroform.

Instrument: Agilent gas chromatograph operated in split mode with MS detectorColumn: DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 µmCarrier Gas: Helium at 1 mL/minTemperatures: 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 12 oC/min 3) Hold final temperature for 9.0 minInjection Parameters: Split Ratio = 20:1, 1 µL injectedMS Parameters: Mass scan range: 30-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scanRetention Time: URB-602: 16.766 minutes; possible breakdown at 9.330 minutes

URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 4 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

EI Mass Spectrum: URB-602 possible breakdown Lot 0438099-15

m/z180160140120100806040

[x 1

04 ]In

tens

ity

0.5

1.0

32 51 63

88 115

139

140

152

166

167

195

196

EI+

TIC: URB-602 Lot 0438099-15

Retention Time (min)201816141210864

[x 1

06 ]TI

C

0

0.5

1.0

1.5

2.0

2.5

9.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.3309.330

16.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.76616.766

TIC (EI+)

GC/MS Analytical Observation:

The GC/MS TIC of URB-602 shows two peaks (shown above). The major peak, having a retentiontime of 16.766 minutes, is URB-602 while the other peak, with a retention time of 9.330 minutes is mostlikely a breakdown product resulting from cleavage of the cyclohexanol group on the molecule.

URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 5 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

Wavenumber (cm-1)3500 3000 2500 2000 1500

%Tr

ansm

ittan

ce

32

40

48

56

64

72

80

442459

613694750

769839

887904

9551016

10611097

11921213

12341271

12841319

13351421

14541500

155115951693

1718

28562928

3315

FTIR ATR (Diamond, 3 Bounce): URB-602 Lot # 0438099-15

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

URB-602The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 6 of 6SWGDRUG.org/monographs.htmLatest Revision: 12/16/2013

http://en.wikipedia.org/wiki/URB602

http://forendex.southernforensic.org/index.php/detail/index/1154

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

%Tr

ansm

ittan

ce

32

40

48

56

64

72

415442

459509538

613642

694750769

800839

887904

955995

10161061

1097

117111921213

12341271

12841319

13351369

14211454

14791500

15511574

159516931718

FTIR ATR (Diamond, 3 Bounce): URB-602 Lot # 0438099-15

4. ADDITIONAL RESOURCES

Forendex

Wikipedia