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108227

Sigma-Aldrich

Benzanilide

98%

Synonym(s):

N-Benzoylaniline, N-Phenylbenzamide

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About This Item

Linear Formula:
C6H5CONHC6H5
CAS Number:
93-98-1
Molecular Weight:
197.23
Colour Index Number:
42095
Beilstein:
1102980
EC Number:
202-292-7
MDL number:
MFCD00003069
UNSPSC Code:
12352100
PubChem Substance ID:
24846656
NACRES:
NA.22

Assay

98%

form

solid

bp

117 °C/10 mmHg (lit.)

mp

161-163 °C (lit.)

solubility

H2O: insoluble
diethyl ether: slightly soluble

SMILES string

O=C(Nc1ccccc1)c2ccccc2

InChI

1S/C13H11NO/c15-13(11-7-3-1-4-8-11)14-12-9-5-2-6-10-12/h1-10H,(H,14,15)

InChI key

ZVSKZLHKADLHSD-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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General description

Benzanilide undergoes diarylation with aryl triflates or bromides in the presence of a palladium-based catalyst system to form corresponding N-(2,6-diarylbenzoyl)anilines. It is used in manufacture of dyes and perfumes.

Application

Benzanilide was used to study the influence of β-cyclodextrin on photorearrangement of acetanilide, benzanilide and ethyl phenyl carbonate. It was used as amide model compound to study the reaction between the amide and epoxy.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis of 2-arylbenzoxazoles by copper-catalyzed intramolecular oxidative C-O coupling of benzanilides.
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Angewandte Chemie (International ed. in English), 47(34), 6411-6413 (2008-07-12)
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A series of dithiobenzanilide derivatives was synthesized and each compound was evaluated for its ability to reduce KCl-induced contractions of smooth muscle preparations of the guinea pig. Starting from a recent publication describing benzanilide derivatives as antispasmodic agents, structure-activity guided
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