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397229

Sigma-Aldrich

Acetanilide

purified by sublimation, ≥99.9%

Synonym(s):

N-Phenylacetamide

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About This Item

Linear Formula:
CH3CONHC6H5
CAS Number:
103-84-4
Molecular Weight:
135.16
Beilstein/REAXYS Number:
606468
EC Number:
203-150-7
MDL number:
MFCD00008674
UNSPSC Code:
12352100
eCl@ss:
39031308
PubChem Substance ID:
24864694
NACRES:
NA.22

vapor density

4.65 (vs air)

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.)

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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

Certificates of Analysis (COA)

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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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