3-Bromo-2-fluorobenzonitrile Chemical Properties

Melting point:

37-40°C

Boiling point:

221.9±20.0 °C(Predicted)

Density 

1.69±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

crystalline powder

color 

Very faint orange

InChI

InChI=1S/C7H3BrFN/c8-6-3-1-2-5(4-10)7(6)9/h1-3H

InChIKey

AMKVZJOQZLIOSL-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=CC(Br)=C1F

CAS DataBase Reference

840481-82-5

Safety Information

Hazard Codes 

Xi

RIDADR 

3439

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2926907090

3-Bromo-2-fluorobenzonitrile Usage And Synthesis

Uses

3-Bromo-2-fluorobenzonitrile is an organic intermediate that can be prepared from 3-bromo-2-fluorobenzoic acid in two steps. 3-Bromo-2-fluorobenzonitrile can be used as a pharmaceutical intermediate in the preparation of STK4 inhibitors.

Synthesis

To a N, N-dimethylformamide solution (10 mL) of 3-bromo-2- fluorobenzamide (867 mg) was added to cyanuric chloride (806 mg) under ice-cooling, and the mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. Purification by silica gel column chromatography (hexane: ethyl acetate = 1:0 - 1:1) gave 3-Bromo-2-fluorobenzonitrile (760 mg, yield 96%) as colorless crystals.

References

[1] Patent: WO2008/156757, 2008, A1. Location in patent: Page/Page column 139
[2] Patent: WO2016/161145, 2016, A1. Location in patent: Paragraph 00753

3-Bromo-2-fluorobenzonitrile(840481-82-5)Related Product Information

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• 3-(3-HYDROXYPHENYL)PROPIONIC ACID
• ALLYL ISOVALERATE
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• 4-FLUORO-3'-IODODIPHENYL ETHER
• 5-NITRO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER
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• Risedronic acid
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• Benzonitrile, 3-bromo-2-fluoro- (9CI)
• 2-Fluorobenzonitrile
• 2-AMINO-5-BROMO-6-FLUOROBENZONITRILE
• 2-Amino-5-bromo-6-fluoro-3-iodobenzonitrile
• 3-Bromo-2,4-difluorobenzonitrile
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