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Benzyl bromide



Benzyl bromide
IUPAC name Bromomethylbenzene
Identifiers
CAS number 100-39-0
SMILES BrCC1=CC=CC=C1
Properties
Molecular formula C7H7Br
Molar mass 171.04 g/mol
Density 1.430 g/cm³
Melting point

-3 °C

Boiling point

198-199 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Benzyl bromide, or α-bromotoluene, is an organic compound consisting of a benzene ring substituted with a bromomethyl group. It can be prepared by the bromination of toluene at room temperature in air, using manganese(IV) oxide as a heterogeneous catalyst. It is a colorless liquid that is decomposed slowly in water.

Benzyl bromide is used in organic synthesis for the introduction of the benzyl protecting group for alcohols and carboxylic acids.

Benzyl bromide is a strong lachrymator and is also intensely irritating to skin and mucous membranes. Because of these properties, it has been used as a war gas.

See also

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Benzyl_bromide". A list of authors is available in Wikipedia.
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