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B59500

Sigma-Aldrich

2-Bromobutane

98%

Synonym(s):

sec-Butyl bromide

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100 G
$51.90
500 G
$132.00

About This Item

Linear Formula:
CH3CH2CHBrCH3
CAS Number:
78-76-2
Molecular Weight:
137.02
Beilstein/REAXYS Number:
505949
EC Number:
201-140-7
MDL number:
MFCD00000156
UNSPSC Code:
12352100
PubChem Substance ID:
24891883
NACRES:
NA.22

$51.90

Available to ship onApril 08, 2025Details

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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.[1] Gas chromatographic determination of 2-bromobutane in mixture of alkyl bromides has been reported.[2] Stereochemistry of dehydrobromination of 2-bromobutane over KOH-silica has been investigated.[3]
Viscosities of binary mixtures of 2-bromobutane and the isomeric forms of butanol have been evaluated at 298.15 and 313.15K.[4] 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.[5]

Application

2-Bromobutane may be used in the synthesis of series of non-nucleosides.[6]

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225,H412

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL4191
STBL2816
STBL0099
STBK6015
STBJ2088

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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)
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
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
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Chromatograms

suitable for GC

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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