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544523

Sigma-Aldrich

2′-Bromo-4′-methylacetanilide

98%

Synonym(s):

2-Bromo-4-methylacetanilide

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About This Item

Linear Formula:
CH3CONHC6H3(Br)CH3
CAS Number:
Molecular Weight:
228.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

mp

118-121 °C (lit.)

SMILES string

CC(=O)Nc1ccc(C)cc1Br

InChI

1S/C9H10BrNO/c1-6-3-4-9(8(10)5-6)11-7(2)12/h3-5H,1-2H3,(H,11,12)

InChI key

UUDGTWKIIUEVJD-UHFFFAOYSA-N

General description

2′-Bromo-4′-methylacetanilide(2-Bromo-4-methylacetanilide), an o-haloacetanilide derivative, can be prepared from 4-methylacetanilide via bromination.[1]

Application

2′-Bromo-4′-methylacetanilide (2-Bromo-4-methylacetanilide) may be used in the preparation of 2,5-dimethyl-1H-1,3-benzazaphosphole[2] and isomeric 1,2-disubstituted benzimidazoles.[3]

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Oxidative Bromination of Aromatic Amides using Sodium Perborate as Oxidant.
Hanson JR, et al.
J. Chem. Res. Synop., 11, 432-433 (1997)
Ambident PCN Heterocycles: N?and P?Phosphanylation of Lithium 1,3?Benzazaphospholides.
Aluri BR, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 15(45), 12263-12272 (2009)
Copper-catalyzed synthesis of benzimidazoles via cascade reactions of o-haloacetanilide derivatives with amidine hydrochlorides.
Yang D, et al.
The Journal of Organic Chemistry, 73(19), 7841-7844 (2008)

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