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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/REAXYS Number:
505949
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 3 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

69.8 °F - closed cup

flash_point_c

21 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Photobromination of (-)-(2R)-2-bromobutane with bromine-81.
Tanner DD, et al.
Journal of the American Chemical Society, 99(8), 2714-2723 (1977)
STEREOCHEMISTRY AND ISOTOPE EFFECT IN THE DEHYDROBROMINATION OF 2-BROMOBUTANE OVER SOLID CATALYSTS.
Misono M and Yoneda Y.
Chemistry Letters (Jpn), 1(7), 551-552 (1972)
Khalid Mohammed Hassan Hilmy
Archiv der Pharmazie, 339(4), 174-181 (2006-04-06)
A series of non-nucleosides 9-47 were synthesized. Compounds 1-4 were reacted with formic acid (85%) to afford compounds 5-8. Then, the latter compounds were reacted with alkyl halides a-f (2-bromopropane, 2-bromobutane, benzyl bromide, benzyl chloromethyl ether, chloromethyl ethyl ether, phenacyl
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)
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)

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