1-Bromobutane

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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 S_N2 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.

[edit] References

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