397237
Acetanilide
zone-refined, purified by sublimation, ≥99.95%
Synonym(s):
N-Phenylacetamide
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About This Item
Linear Formula:
CH3CONHC6H5
CAS Number:
Molecular Weight:
135.16
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39031308
UNSPSC Code:
12352100
EC Number:
203-150-7
MDL number:
Beilstein/REAXYS Number:
606468
Assay:
≥99.95%
Form:
solid
InChI key
FZERHIULMFGESH-UHFFFAOYSA-N
InChI
1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
SMILES string
CC(=O)Nc1ccccc1
vapor density
4.65 (vs air)
vapor pressure
1 mmHg ( 114 °C)
assay
≥99.95%
form
solid
autoignition temp.
1004 °F
purified by
sublimation
bp
304 °C (lit.)
mp
113-115 °C (lit.)
functional group
amide
Quality Level
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General description
Acetanilide is an aniline derivative. Crystal structure of acetanillide has been studied by X-ray diffraction. It crystallizes in orthorhombic system having space group of Pbca. Its photolysis has been studied in the presence of β-cyclodextrin (cycloheptaamylose). Aminoacetophenone derivatives are obtained by the Fries rearrangement of acetanilide in the presence zeolites Y and β.
Application
Acetanilide may be used in the synthesis of ortho-haloacetanilides via regioselective C-H functionalization/halogenation reaction in the presence of Pd(OAc)2 and Cu(OAc)2 catalyst. It may be used in the preparation of chlorosubstituted acetanilides.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
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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Oxidative Chlorination of Acetanilides by Metal Chlorides-Hydrogen Peroxide in Acid-Aqueous Medium Systems.
Jerzy G and Slawomir G.
Synthetic Communications, 27(18), 3291-3299 (1997)
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 (2002)
Fries rearrangement of acetanilide over zeolite catalysts.
Balkus Jr KJ, et al.
J. Mol. Catal. A: Chem., 134(1), 137-143 (1998)
The crystal structure of acetanilide.
Brown CJ and Corbridge DEC.
Acta Crystallographica, 7(11), 711-715 (1954)
Photochemical rearrangement of acetanilide, benzanilide, and ethyl phenyl carbonate in the presence of β-cyclodextrin.
Chenevert R and Plante R.
Canadian Journal of Chemistry, 61(6), 1092-1095 (1983)
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