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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

Quality Level

100

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Variable frequency microwave curing of amide-epoxy based polymers.
Tanaka K, et al.
IEEE Transactions on Components and Packaging Technologies, 30(3), 472-477 (2007)
Wan-Ping Hu et al.
Bioorganic & medicinal chemistry, 16(9), 5295-5302 (2008-03-25)
A series of novel thiobenzanilides is described. These compounds have been previously found to show strong biological activity such as antimycotic and antifungal actions. This is the first demonstration on the mechanism of the anticancer effect of thiobenzanilide agents (4a-c)
Regioselective arylation of benzanilides with aryl triflates or bromides under palladium catalysis.
Kametani Y, et al.
Tetrahedron Letters, 41(15), 2655-2658 (2000)
Andrew K L Goey et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(1), 41-48 (2010-12-03)
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