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3-BROMOCHLOROBENZENE

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3-BROMOCHLOROBENZENE Basic information
Product Name:3-BROMOCHLOROBENZENE
Synonyms:1-bromo-3-chloro-benzen;1-Chloro-3-bromobenzene;3-Bromo-1-chlorobenzene;1-BROMO-3-CHLOROBENZENE;3-BROMOCHLOROBENZENE;M-CHLOROBROMOBENZENE;M-BROMOCHLOROBENZENE;3-BROMOCHLOROBENZENE 99%
CAS:108-37-2
MF:C6H4BrCl
MW:191.45
EINECS:203-575-8
Product Categories:alkyl bromide| alkyl chloride;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;Bromine Compounds;Chlorine Compounds;Aromatic Halides (substituted);Aryl;Halogenated Hydrocarbons;C6
Mol File:108-37-2.mol
3-BROMOCHLOROBENZENE Structure
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.)
Fp 177 °F
storage temp. Sealed in dry,Room Temperature
form Liquid
color Clear colorless to light yellow
Specific Gravity1.630
Water Solubility Insoluble
BRN 1446353
Dielectric constant4.5
InChI1S/C6H4BrCl/c7-5-2-1-3-6(8)4-5/h1-4H
InChIKeyJRGGUPZKKTVKOV-UHFFFAOYSA-N
SMILESClc1cccc(Br)c1
CAS DataBase Reference108-37-2(CAS DataBase Reference)
NIST Chemistry Reference3-Chlorobromobenzene(108-37-2)
EPA Substance Registry SystemBenzene, 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 Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
3-BROMOCHLOROBENZENE Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS TO LIGHT YELLOW LIQUID
Uses1-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 Description1-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.
SynthesisTaking 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.
Tag:3-BROMOCHLOROBENZENE(108-37-2) Related Product Information
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