2-Fluoro-5-bromobenzotrifluoride Chemical Properties

Melting point:

203 °C(Solv: hexane (110-54-3))

Boiling point:

79-80 °C/50 mmHg (lit.)

Density 

1.72 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.462(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

1.720

color 

Clear colorless to pale yellow

Water Solubility 

Soluble in water 700 g/L (20°C)

BRN 

2643550

InChI

InChI=1S/C7H3BrF4/c8-4-1-2-6(9)5(3-4)7(10,11)12/h1-3H

InChIKey

AJLIJYGWAXPEOK-UHFFFAOYSA-N

SMILES

C1(F)=CC=C(Br)C=C1C(F)(F)F

CAS DataBase Reference

393-37-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

23-24/25-36-26-37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29039990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Fluoro-5-bromobenzotrifluoride Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

Pharmaceutical Intermediates.

Uses

5-Bromo-2-fluorobenzotrifluoride may be used in the preparation of:

• 3,5-bis(4-fluoro-3-trifluoromethylphenyl)phenol
• 9,9-bis(2-ethylhexyl)-2,7-bis[4-fluoro-3-trifluoromethylphenyl]-9H-fluorene
• 3-trifluoromethyl-4-fluoro phenyl boronic acid

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2022, 1947 DOI: 10.1021/ja01200a060

General Description

5-Bromo-2-fluorobenzotrifluoride is commonly used in the preparation poly(arylene ether)s (PAEs).

Synthesis

The general procedure for synthesizing 2-fluoro-5-bromobenzotrifluoride from 2-fluorobenzotrifluoride was as follows: referring to Example 4, 400 g of concentrated sulfuric acid, 400 g of 2-fluorobenzotrifluoride, 20 g of lithium bromide, 20 g of ferric bromide, 20 g of tetrabutylammonium bromide, and 273.17 g of bromine were added to a 2000 mL three-necked flask, in sequence. The reaction temperature was controlled to be between 35-45°C. Samples were taken after 6 hours of reaction and showed 0.36% of raw material remaining by gas chromatography (GC). The reaction mixture was cooled to below 30 °C, transferred to a 2000 mL dispensing funnel and allowed to stand for 1 h to separate the acid layer. The crude product was transferred to a 2000 mL flask and 1000 g of water was added under stirring and the pH was adjusted to 7 by adding 10% sodium hydroxide solution dropwise to give 550.3 g of 2-fluoro-5-bromobenzotrifluoride crude oil in 92.84% yield. The crude oil was distilled under reduced pressure to obtain 517.18 g of pure product with a yield of 93.98% and a product purity of 95.9%.

References

[1] Patent: CN105152853, 2017, B. Location in patent: Paragraph 0029

2-Fluoro-5-bromobenzotrifluoride(393-37-3)Related Product Information

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