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392642

Sigma-Aldrich

meso-2,3-Dibromobutane

98%

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About This Item

Linear Formula:
CH3CH(Br)CH(Br)CH3
CAS Number:
5780-13-2
Molecular Weight:
215.91
EC Number:
226-476-1
UNSPSC Code:
12352100
PubChem Substance ID:
24864474
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.51 (lit.)

bp

73-74 °C/47 mmHg (lit.)

density

1.767 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

C[C@H](Br)[C@@H](C)Br

InChI

1S/C4H8Br2/c1-3(5)4(2)6/h3-4H,1-2H3/t3-,4+

InChI key

BXXWFOGWXLJPPA-ZXZARUISSA-N

General description

meso-2,3-Dibromobutane is a dihaloalkane. It has two forms of rotational isomers, the trans and gauche isomer.[1] The synthesis and dehalogenation reaction of meso-2,3-dibromobutane has been reported.[2] Its IR and Raman spectra have been investigated.[3] The NMR study of the different conformations of meso-2,3-dibromobutane have been reported.[4]

Application

meso-2,3-Dibromobutane is suitable for use in the synthesis of haloalcohol catalyzed by haloalkane dehalogenases.[5]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

221.0 °F - closed cup

Flash Point(C)

105 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

392642-25ML:
392642-100ML:
392642-VAR:
392642-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ0640
SHBB5740V
10901DJ
21202KO
08430CZ

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Dehalogenations of 2, 3-dihalobutanes by alkali naphthalenes. CIDNP [chemically induced dynamic nuclear polarization] and stereochemical study.
Garst JF, et al.
Journal of the American Chemical Society, 97(18), 5242-5249 (1975)
Medium effects in rotational isomerism. VI. Inclusion of dipole-dipole interactions in polar solvents.
Abraham RJ.
The Journal of Physical Chemistry, 73(5), 1192-1199 (1969)
Haloalkane dehalogenase catalysed desymmetrisation and tandem kinetic resolution for the preparation of chiral haloalcohols.
Westerbeek A, et al.
Tetrahedron, 68(37), 7645-7650 (2012)
Nuclear magnetic resonance study of rotational isomerism in meso-2, 3-dibromobutane.
Deb KK.
The Journal of Physical Chemistry, 71(9), 3095-3098 (1967)
Infrared and Raman studies on meso-and (?)-2, 3-dichloro-and-2, 3-dibromo-butanes.
Park PJD and Wyn-Jones E.
J. Chem. Soc. Sect. A, 4222-4426 (1969)

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