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Key Documents

B59500

Sigma-Aldrich

2-Bromobutane

98%

Synonym(s):

sec-Butyl bromide

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About This Item

Linear Formula:
CH3CH2CHBrCH3
CAS Number:
Molecular Weight:
137.02
Beilstein:
505949
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.437 (lit.)

bp

91 °C (lit.)

density

1.255 g/mL at 25 °C (lit.)

SMILES string

CCC(C)Br

InChI

1S/C4H9Br/c1-3-4(2)5/h4H,3H2,1-2H3

InChI key

UPSXAPQYNGXVBF-UHFFFAOYSA-N

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General description

2-Bromobutane is an alkyl halide. Degradation of 2-bromobutane by reductive dehalogenation in the presence of nickel-aluminum alloy in potassium hydroxide solution has been reported. Gas chromatographic determination of 2-bromobutane in mixture of alkyl bromides has been reported. Stereochemistry of dehydrobromination of 2-bromobutane over KOH-silica has been investigated.
Viscosities of binary mixtures of 2-bromobutane and the isomeric forms of butanol have been evaluated at 298.15 and 313.15K. 2,2-dibromobutane, meso-2,3-dibromobutane and dl-2,3-dibromobutane are formed as major photobromination reaction products, during its reaction with molecular bromine. Smaller yields of 1,2-dibromobutane and 2,2,3-tribromobutane are also obtained in this reaction.

Application

2-Bromobutane may be used in the synthesis of series of non-nucleosides.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

69.8 °F - closed cup

Flash Point(C)

21 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Viscosities of binary mixtures of 2-bromobutane and 2-bromo-2-methylpropane with isomeric butanols at 298.15 and 313.15 K.
Artigas H, et al.
International Journal of Thermophysics, 23(6), 1455-1468 (2002)
Selective Reactivity in Gas-Liqiud Chromatography. Determination of 2-Bromobutane and 1-Bromo-2-methylpropane.
Harris WE and McFadden WH.
Analytical Chemistry, 31(1), 114-117 (1959)
Photobromination of (-)-(2R)-2-bromobutane with bromine-81.
Tanner DD, et al.
Journal of the American Chemical Society, 99(8), 2714-2723 (1977)
G T Sperl et al.
Antonie van Leeuwenhoek, 46(4), 331-341 (1980-01-01)
A member of the genus Arthrobacter was isolated which grew at the expense of 2-bromobutane as sole source of carbon and energy. Evidence is presented which suggests that the initial conversion of 2-bromobutane to 2-butanol is a spontaneous chemical hydrolysis
D M Rampulla et al.
The journal of physical chemistry. B, 110(21), 10411-10420 (2006-05-26)
The enantioselective surface chemistry of chiral R-2-bromobutane was studied on the naturally chiral Cu(643)R&S and Cu(531)R&S surfaces by comparing relative product yields during temperature-programmed reaction spectroscopy. Molecularly adsorbed R-2-bromobutane can desorb molecularly or debrominate to form R-2-butyl groups on the

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