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98143

Sigma-Aldrich

D-(−)-2,3-Butanediol

Synonym(s):

(R,R)-2,3-Butanediol

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About This Item

Empirical Formula (Hill Notation):
C4H10O2
CAS Number:
24347-58-8
Molecular Weight:
90.12
Beilstein:
1718901
EC Number:
246-186-9
MDL number:
MFCD00064267
UNSPSC Code:
12352001
PubChem Substance ID:
329770554

form

liquid

bp

177-179 °C (lit.)

density

0.992 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@@H](O)[C@@H](C)O

InChI

1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1

InChI key

OWBTYPJTUOEWEK-QWWZWVQMSA-N

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General description

D-2,3-butanediol is an organic compound, which is classified as a vic-diol. It finds applications in industries as a chiral reagent, solvent, anti-freeze agent, and low freezing point fuel.

Application

D-(-)-2,3-Butanediol can be used as a reactant:
  • To prepare methyl ethyl ketone (MEK) and 1,3-butadiene (BD) using phosphate catalysts.
  • To synthesize dioxaphospholanes by direct reaction with [Ph3PBr2].

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
320450/1

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Conversion of 2, 3-Butanediol over Phosphate Catalysts
Nikitina MA and Ivanova II
ChemCatChem, 8(7), 1346-1353 (2016)
A Novel and Facile Synthesis of 1, 3, 2-$\lambda$5-Dioxaphospholanes
Carteron M, et al.
Synlett, 1996(11), 1123-1124 (1996)
Deletion of meso-2, 3-butanediol dehydrogenase gene bud C for enhanced D-2, 3-butanediol production in Bacillus licheniformis
Q Gaofu, et al.
Biotechnology for Biofuels, 7(1), 16-16 (2014)
Cloning, expression, and characterization of budC gene encoding meso-2, 3-butanediol dehydrogenase from Bacillus licheniformis
X Guo-Chao
Applied Biochemistry and Biotechnology, 178(3), 604-617 (2016)
Yuansheng Xue et al.
Sheng wu gong cheng xue bao = Chinese journal of biotechnology, 27(12), 1742-1748 (2012-04-18)
The production of 2, 3-butanediol and succinic acid by a moderate halophile under anaerobic condition was investigated. This halophile, termed Salinivibrio YS, was isolated from the solid samples collected from Aydingkol Lake. Based on the single factor experiment, the parameters
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