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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:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

321.8 °F - closed cup

Flash Point(C)

161 °C - closed cup

Personal Protective Equipment

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)
Marine Remize et al.
Biomolecules, 10(5) (2020-05-28)
: The present study sought to characterize the synthesis pathways producing the essential polyunsaturated fatty acid (PUFA) 20:5n-3 (EPA). For this, the incorporation of 13C was experimentally monitored into 10 fatty acids (FA) during the growth of the diatom Chaetoceros
The crystal structure of acetanilide.
Brown CJ and Corbridge DEC.
Acta Crystallographica, 7(11), 711-715 (1954)
Fries rearrangement of acetanilide over zeolite catalysts.
Balkus Jr KJ, et al.
J. Mol. Catal. A: Chem., 134(1), 137-143 (1998)
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