acetyl fentanyl latest revision: june 3, 2013 - swgdrug home page
TRANSCRIPT
Acetyl FentanylThe 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: 12/16/2013
Form Chemical Formula Molecular Weight Melting Point (oC)
Base C21H26N2O 322 Not Determined
HCl C21H26N2O. HCl 358 256.6
N
N
CH3 O
1. GENERAL INFORMATION
IUPAC Name: N-[1-(2-phenylethyl)-4-piperidyl]-N-phenylacetamide
CAS#: 3258-84-2
Synonyms: Fentanyl acetyl analog, N-(1-phenethyl-4-piperidyl)-acetanilide
Source: DEA Reference Material Collection
Appearance: Pale purple powder (HCl)
UVmax(nm): Not Determined
2. CHEMICAL AND PHYSICAL DATA
2.1 CHEMICAL DATA
Acetyl FentanylThe 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: 12/16/2013
3. QUALITATIVE DATA
3.1 NUCLEAR MAGNETIC RESONANCE
Method NMR DMSO
Sample Preparation: Dilute analyte to ~5 mg/mL in DMSO containing TMS 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
1H NMR: Acetyl Fentanyl HCl Lot 4541-886-149A; DMSO; 400MHz
Chemical Shift (ppm)4.5
2421
H2O
Chemical Shift (ppm)
0
2.5
5.0
73
Chemical Shift (ppm)2.00
52
10 9 8 7 6 5 4 3 2 1 0
0
0.05
0.10
0.15
0.20
0.25
0.30
0.35
0.40
522421731
H2O
TMS
from DMSOMaleic Acid
Acetyl FentanylThe 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: 12/16/2013
m/z30025020015010050
[x 1
05 ]In
tens
ity
0.5
1.0
42
56 5770
77
91
105
118
132
146
158
188
202
231
281
283
321
EI+
EI Mass Spectrum: Acetyl Fentanyl HCl Lot # 4541-886-149A
3.2 Gas Chromatography/Mass Spectrometry
Sample Preparation: Dilute analyte ~1 mg/mL in 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: 16.843 min
Acetyl FentanylThe 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: 12/16/2013
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
Wavenumber (cm-1)3500 3000 2500 2000 1500
%Tr
ansm
ittan
ce
32
40
48
56
64
72 405471
515590
600652
704741
785928
9551034
10951163
12541282
13001362
13751402
14271497
15971647
24072463
29413039
Wavenumber (cm-1)1700 1600 1500 1400 1300 1200 1100 1000 900 800 700
%Tr
ansm
ittan
ce
32
40
48
56
64
72 405
471515
546590
600611652
704741
785
928955
99310221034
10661095
11221144
116312461254
12821300
131513621375
14021427
14541497
1597
1647
FTIR ATR (Diamond, 3 Bounce): Acetyl Fentanyl HCl Lot # 4541-886-149A
Acetyl FentanylThe 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: 12/16/2013
4. ADDITIONAL RESOURCES
Brine G.A., Boldt K.G., Huang P.T., Sawyer D.K., Carroll F.I. Carbon-13 Nuclear Magnetic Resonance Spectra of Fentanyl Analogs.J. Heterocyclic Chem. 1989; 26: 677-686.