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Bromobenzene

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Bromobenzene
Structure of bromobenzene
Structure of bromobenzene
Space-filling model of bromobenzene
Space-filling model of bromobenzene
Names
IUPAC name
Bromobenzene
Other names
Phenyl Bromide;
Bromobenzol; Monobromobenzene
Identifiers
3D model (JSmol)
ECHA InfoCard 100.003.295 Edit this at Wikidata
RTECS number
  • CY9000000
  • c1ccc(Br)cc1
Properties
C6H5Br
Molar mass 157.010 g·mol−1
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)
Insoluble (< 0.1 g/100ml at 25 C)
Viscosity 1.124 cP at 20 °C
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 51 °C
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bromobenzenes are a group of halobenzenes formed in a substitution reaction between bromine and benzene with a hydrogen bromide by-product. 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 atoms. Bromobenzene is a clear pale yellow liquid.

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.

Pharmacology

It is a toxic substance and can cause liver and nervous system damage if inhaled, ingested or absorbed through the skin.[1]

References

See also

See chlorobenzene for extra detail as to the mechanism of the formation by electrophillic substitution.