Bromobenzene

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Bromobenzene
Structure of bromobenzene
Space-filling model of bromobenzene
IUPAC name 1-Bromobenzene
Other names Bromobenzene; Phenyl Bromide;
Bromobenzol; Monobromobenzene
Identifiers
CAS number [108-86-1]
RTECS number CY9000000
Properties
Molecular formula C6H5Br
Molar mass 157.016 g/mol
Appearance Clear to slightly yellow liquid
Pleasant aromatic odor
Density 1.495 g/cm³, liquid
Melting point

-30.8 °C (242.35 K)

Boiling point

156 °C (429.15 K)

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

Infobox disclaimer and references

Bromobenzenes are a group of halobenzenes formed in a substitution reaction between bromine and benzene with a hydrogen bromide biproduct. The name strictly refers to monobromobenzene, a benzene with a single bromine; however it can be used to refer to a benzene containing any number of bromine molecules. Bromobenzene is a clear pale yellow liquid.

Contents

[edit] Uses

Bromobenzene can be used to prepare the corresponding Grignard reagent, phenylmagnesium bromide. This can be used in a number of fashions, e.g. the reaction with carbon dioxide to prepare benzoic acid. Bromobenzene is used in the production of drugs.

[edit] Pharmacology

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

[edit] References


[edit] See also

See Chlorobenzene for extra detail as to the mechanism of the formation. Mechanism is by electrophillic substitution.