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367931

Sigma-Aldrich

2-Bromo-4-fluorobenzoic acid

97%

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About This Item

Linear Formula:
BrC6H3(F)CO2H
CAS Number:
Molecular Weight:
219.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

172-176 °C (lit.)

SMILES string

OC(=O)c1ccc(F)cc1Br

InChI

1S/C7H4BrFO2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3H,(H,10,11)

InChI key

RRKPMLZRLKTDQV-UHFFFAOYSA-N

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General description

Amination of 2-bromo-4-fluorobenzoic acid with aniline is reported to yield N-phenyl-4-fluoro-anthranilic acid.

Application

2-Bromo-4-fluorobenzoic acid may be used in the synthesis of:
  • 3-fluoro-8-(methylthio)dibenzo[b,f]thiepin-10(11H)-one
  • 2-fluoro-8-(methylthio)dibenzo[b,f]thiepin-10(11H)-one
  • 2-((2-carboxy-5-fluorophenyl)amino)-3-methoxybenzoic acid
  • 2-bromo-4-fluorobenzamide

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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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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