3-BROMOCHLOROBENZENE Chemical Properties

Melting point:

-21.5 °C

Boiling point:

196 °C(lit.)

Density 

1.63 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.576(lit.)

Flash point:

177 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

1.630

color 

Clear colorless to light yellow

Water Solubility 

Insoluble

BRN 

1446353

Dielectric constant

4.5

InChI

1S/C6H4BrCl/c7-5-2-1-3-6(8)4-5/h1-4H

InChIKey

JRGGUPZKKTVKOV-UHFFFAOYSA-N

SMILES

Clc1cccc(Br)c1

CAS DataBase Reference

108-37-2(CAS DataBase Reference)

NIST Chemistry Reference

3-Chlorobromobenzene(108-37-2)

EPA Substance Registry System

Benzene, 1-bromo-3-chloro- (108-37-2)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/22

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

CY9005000

Hazard Note 

Irritant

TSCA 

TSCA listed

HS Code 

29039990

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2

MSDS

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

3-BROMOCHLOROBENZENE Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

1-Bromo-3-chlorobenzene undergoes bromine-magnesium exchange reactions with i-PrMgCl-LiCl in THF at 0°C and is strongly accelerated by electron-withdrawing substituents. It acts as test substrate to study the application of a new catalytic system for cyanation of various aryl halides using K4[Fe(CN)6] as cyanating source.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 664, 1987 DOI: 10.1021/jo00380a031

General Description

1-Bromo-3-chlorobenzene undergoes bromine-magnesium exchange reactions with i-PrMgCl-LiCl in THF at 0°C and is strongly accelerated by electron-withdrawing substituents. It acts as test substrate to study the application of a new catalytic system for cyanation of various aryl halides using K₄[Fe(CN)₆] as cyanating source.

Synthesis

Taking m-chloroaniline as raw material, mixed with concentrated hydrobromic acid, make the temperature drop to 0 ??, under stirring, quickly add sodium nitrite aqueous solution, make o-chloroaniline nitrogenation, to produce diazonium salts, in the process of the reaction should be controlled the temperature does not exceed 10 ??. Then use Sandmeyer reaction, add catalyst copper bromide and hydrobromic acid in the reaction system to decompose the diazonium salt, the decomposition reaction is carried out at the boiling temperature, after the reaction is completed, let it stand, take out the organic layer underneath, wash it with water, remove the water by drying and distill it under reduced pressure, m-bromochlorobenzene can be produced.

3-BROMOCHLOROBENZENE(108-37-2)Related Product Information

• 3-(Trifluoromethyl)benzyl bromide
• 3-Bromobenzoic acid
• 3-Nitrobenzoic acid
• 3-Trifluoromethylphenol
• m-Toluic acid
• 1,3-Dimethoxybenzene
• 3-Nitroacetophenone
• 3-Ethynylaniline
• 3-Bromofluorobenzene
• 3-Chlorobenzyl chloride
• 1,4-DIBROMO-2-CHLOROBENZENE
• 4-BROMO-2-CHLOROACETANILIDE
• 2-Bromo-4-chlorophenol
• 2-CHLORO-4,6-DIBROMOANILINE
• 1-Bromo-3,4-dichlorobenzene
• 2-BROMO-4,6-DICHLOROANILINE
• 4-BROMO-2-CHLOROPHENYL ISOTHIOCYANATE
• 2-BROMO-6-CHLORO-4-NITROANILINE