2-Bromo-2-(2'-chlorophenyl) acetic acid Chemical Properties

Melting point:

105-108°C

Boiling point:

316.7±27.0 °C(Predicted)

Density 

1.747±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform, Methanol

form 

Solid

pka

2.24±0.10(Predicted)

color 

White to Off-White

CAS DataBase Reference

29270-30-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

36/37/38

Safety Statements 

24/25

RIDADR 

UN3261

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

II

HS Code 

2916399090

MSDS

• Language:English Provider:ALFA

2-Bromo-2-(2'-chlorophenyl) acetic acid Usage And Synthesis

Chemical Properties

White to Off-White Solid

Uses

2-Bromo-2-(2-chlorophenyl)acetic Acid is used as an intermediate in the preparation of biologically active compounds such as the antithrombotic Clopidogrel (C587250).

Synthesis

Under nitrogen protection, 2.0 g (11.76 mmol) of o-chlorophenylacetic acid (Aldrich) and 2.1 g (11.76 mmol) of N-bromosuccinimide (NBS, Aldrich) were dissolved in 60 mL of carbon tetrachloride (CCI4). Subsequently, 569 mg (2.35 mmol) of benzoyl peroxide (Fluka) was added to the solution. The reaction mixture was stirred at 80°C for 5 hours. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by fast chromatography using a 50 g silica gel column with a solvent mixture of dichloromethane (DCM) and ethyl acetate (AcOEt) (10:0 to 5:5 gradient) as eluent. After removing the solvent under reduced pressure, 2-bromo-o chlorophenylacetic acid (1.7 g, 48% yield) was obtained.1H-NMR (400 MHz, CDCl3) data were as follows: δ 5.95 (1H, s), 7.35 (3H, m), 7.80 (1H, d).

References

[1] Patent: WO2008/148853, 2008, A1. Location in patent: Page/Page column 51
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 1, p. 97 - 105
[3] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 2, p. 1355 - 1360
[4] Patent: CN103450005, 2016, B. Location in patent: Paragraph 0051-0053

2-Bromo-2-(2'-chlorophenyl) acetic acid(29270-30-2)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• Ethyl bromodifluoroacetate
• Ethyl bromoacetate
• 2-Chlorophenylacetic acid
• Ethyl acetate
• Methyl bromoacetate
• 4-Chlorophenylacetic acid
• 3-Bromoanisole
• Bromoacetic acid
• α-Lipoic Acid
• tert-Butyl bromoacetate
• α-Bromo-2-(2-chlorophenyl)acetic acid
• Chloroacetic acid
• Acetic anhydride
• Acetic acid
• 2-Bromo-2-(2'-chlorophenyl) acetic acid
• α-Bromo-p-chlorophenylacetic acid
• a-Bromo- 2-(2'-chlorophenyl)acetic acid