1-Bromobutane

1-Bromobutane
Names
	IUPAC name 1-Bromobutane
	Other names Butyl bromide
Identifiers
CAS Number	109-65-9;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.003.357
CompTox Dashboard (EPA)	DTXSID6021903 ;
	SMILES CCCCBr;
Properties
Chemical formula	C4H9Br
Molar mass	137.02 g/mol
Density	1.2686 g/cm³, liquid
Melting point	-112 °C
Boiling point	101.4 °C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox 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.

References

^ Brandsma, L.; Verkraijsse, H. D. (1987). Preparative Polar Organometallic Chemistry I. Berlin: Springer-Verlag. ISBN 3-540-16916-4.{{cite book}}: CS1 maint: multiple names: authors list (link)

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[1] Brandsma, L.; Verkraijsse, H. D. (1987). Preparative Polar Organometallic Chemistry I. Berlin: Springer-Verlag. ISBN 3-540-16916-4.{{cite book}}: CS1 maint: multiple names: authors list (link)

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