560219
2-Bromo-3-methylbenzoic acid
97%
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About This Item
Linear Formula:
Br(CH3)C6H3COOH
CAS Number:
Molecular Weight:
215.04
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
97%
InChI
1S/C8H7BrO2/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4H,1H3,(H,10,11)
SMILES string
Cc1cccc(C(O)=O)c1Br
InChI key
LSRTWJCYIWGKCQ-UHFFFAOYSA-N
assay
97%
mp
135-138 °C (lit.)
Application
2-Bromo-3-methylbenzoic acid may be used to synthesize N-phenyl-3-methylanthranilic acid via copper-catalyzed amination reaction with aniline.
General description
2-Bromo-4-nitrotoluene is formed as an intermediate during the synthesis of 2-bromo-3-methylbenzoic acid. 2-Bromo-3-methylbenzoic acid can be obtained from 2-bromo-4-nitrotoluene via Von-Richter reaction.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The von Richter Reaction. III. Substituent Effects1, 2.
Bunnett JF and Rauhut MM.
The Journal of Organic Chemistry, 21(9), 934-938 (1956)
2-Bromo-3-Methylbenzoic Acid.
Bunnett JF and Rauhut MM.
Organic Syntheses, 11-11 (1963)
Regioselective copper-catalyzed amination of bromobenzoic acids using aliphatic and aromatic amines.
Christian Wolf et al.
The Journal of organic chemistry, 71(8), 3270-3273 (2006-04-08)
A chemo- and regioselective copper-catalyzed cross-coupling procedure for amination of 2-bromobenzoic acids is described. The method eliminates the need for acid protection and produces N-aryl and N-alkyl anthranilic acid derivatives in up to 99% yield. N-(1-Pyrene)anthranilic acid has been employed
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