397229
Acetanilide
purified by sublimation, ≥99.9%
Synonym(s):
N-Phenylacetamide
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About This Item
Linear Formula:
CH3CONHC6H5
CAS Number:
Molecular Weight:
135.16
Beilstein/REAXYS Number:
606468
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39031308
PubChem Substance ID:
NACRES:
NA.22
vapor density
4.65 (vs air)
Quality Level
vapor pressure
1 mmHg ( 114 °C)
assay
≥99.9%
form
solid
autoignition temp.
1004 °F
purified by
sublimation
bp
304 °C (lit.)
mp
113-115 °C (lit.)
functional group
amide
SMILES string
CC(=O)Nc1ccccc1
InChI
1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
InChI key
FZERHIULMFGESH-UHFFFAOYSA-N
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General description
Pd(OAc)2 and Cu(OAc)2 catalyzed regioselective C-H functionalization/halogenation of acetanilide has been reported to afford ortho-haloacetanilides. Crystal structure of acetanilide has been studied by X-ray diffraction. Photorearrangement of acetanilide has been studied in the presence of β-cyclodextrin (cycloheptaamylose). Two-color REMPI (resonance enhanced multiphoton ionization) and ZEKE (zero kinetic energy photoelectron) spectra of the trans-acetanilide·H2O complex has been reported. Femtosecond IR spectroscopy of delocalized NH excitations of crystalline acetanilide has been studied. Fries rearrangement of acetanilide over zeolites Y and Beta affords corresponding aminoacetophenones.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
321.8 °F - closed cup
flash_point_c
161 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A REMPI and ZEKE Spectroscopic Study of trans-Acetanilide? H2O and Comparison to Ab Initio CASSCF Calculations.
Ullrich S and Muller-Dethlefs K.
The Journal of Physical Chemistry A, 106(40), 9188-9195 (2001)
William Cremlyn RJ.
Chlorosulfonic Acid, 103-103 (2002)
Xiaobing Wan et al.
Journal of the American Chemical Society, 128(23), 7416-7417 (2006-06-08)
Highly regioselective C-H functionalization/halogenation of acetanilides to produce ortho-haloacetanilides was catalyzed by Pd(OAc)2 and Cu(OAc) 2 with CuX2 as the halogen source.
Fries rearrangement of acetanilide over zeolite catalysts.
Balkus Jr KJ, et al.
J. Mol. Catal. A: Chem., 134(1), 137-143 (1998)
J Edler et al.
Physical review letters, 88(6), 067403-067403 (2002-02-28)
Femtosecond IR spectroscopy of delocalized NH excitations of crystalline acetanilide confirms that self-trapping in hydrogen-bonded peptide units exists and does stabilize the excitation. Two phonons with frequencies of 48 and 76 cm (-1) are identified as the major degrees of
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