Bromobenzene

Bromobenzene
Identifiers
CAS number 108-86-1 Y
ChemSpider 7673 Y
KEGG C11036 Y
ChEBI CHEBI:3179 Y
ChEMBL CHEMBL16068 Y
RTECS number CY9000000
Jmol-3D images Image 1
Properties
Molecular formula C6H5Br
Molar mass 157.01 g mol−1
Appearance Clear, colourless to slightly yellow liquid
Pleasant aromatic odor
Density 1.495 g cm−3, liquid
Melting point

−30.8 °C, 242.4 K, −23.4 °F

Boiling point

156 °C, 429 K, 313 °F

Solubility in water Insoluble (< 0.1 g/100 mL at 25 °C)
Viscosity 1.124 cP at 20 °C
Hazards
EU classification Irritant (Xi), Environment (N)
R-phrases R10, R38, R51/53
S-phrases (S2), S61
NFPA 704
2
2
0
Flash point 51 °C
Related compounds
Related Halogenobenzenes Fluorobenzene
Chlorobenzene
Iodobenzene
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bromobenzene is an aryl halide, C6H5Br, which can be formed by electrophilic aromatic substitution of benzene using bromine. It is a clear, colourless or pale yellow liquid. It is soluble in methanol and diethyl ether, and very slightly soluble in cold water.[1] The term bromobenzenes may occasionally be used to refer to a benzene containing any number of bromine atoms, or with additional substituents.

Uses

Bromobenzene is used to introduce a phenyl group via palladium-catalyzed coupling reactions such as the Suzuki reaction.

Bromobenzene can be used to prepare the corresponding Grignard reagent, phenylmagnesium bromide. This can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid.

Bromobenzene is used as an ingredient in the manufacture of Phencyclidine.

Pharmacology

It is a toxic substance and can cause liver and nervous system damage if inhaled, ingested, or absorbed through the skin.[2]

References

  1. ^ http://www.sciencelab.com/xMSDS-Bromobenzene-9927463
  2. ^ http://hazard.com/msds/mf/baker/baker/files/b4080.htm