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1-Bromobutane

1-Bromobutane
IUPAC name 1-Bromobutane
Other names Butyl bromide
Identifiers
CAS number [109-65-9]
SMILES CCCCBr
Properties
Molecular formula C4H9Br
Molar mass 137.02 g/mol
Density 1.2686 g/cm³, liquid
Melting point

-112 °C
Boiling point

101.4 °C
Hazards
MSDS Oxford MSDS
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

1-Bromobutane (CH3(CH2)2CH2Br) is a colorless liquid that is insoluble in water, but soluble in ethanol and diethyl ether. As a primary alkyl halide, it is especially prone to SN2 type reactions. It is commonly used as an alkylating agent, or in combination with magnesium metal in dry ether (Grignard reagent) to form carbon-carbon bonds.

1-Bromobutane may also be used to form other organometallic compounds, such as n-butyllithium:[1]

2 Li + C4H9X → C4H9Li + LiX
where X = Cl, Br

The lithium for this reaction contains 1-3% sodium. When bromobutane is the precursor, the product is a homogeneous solution, consisting of a mixed cluster containing both LiBr and LiBu.

References

  1. ^ Brandsma, L.; Verkraijsse, H. D. (1987). Preparative Polar Organometallic Chemistry I. Berlin: Springer-Verlag. ISBN 3-540-16916-4. 
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