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Sigma-Aldrich

(2S,3S)-(+)-2,3-Butanediol

97%

Synonym(s):

(+)-2,3-Butanediol, (2S,3S)-2,3-Butanediol, (S,S)-2,3-Butanediol, Dextro-2,3-Butanediol, L-(+)-Butane-2,3-diol

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About This Item

Linear Formula:
CH3CH(OH)CH(OH)CH3
CAS Number:
19132-06-0
Molecular Weight:
90.12
Beilstein:
1718899
MDL number:
MFCD00063648
UNSPSC Code:
12352001
PubChem Substance ID:
24858085
NACRES:
NA.22

Assay

97%

form

liquid

optical activity

[α]20/D +13°, neat

optical purity

ee: 99% (GLC)

refractive index

n20/D 1.433 (lit.)

bp

179-182 °C (lit.)

density

0.987 g/mL at 25 °C (lit.)

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-/m0/s1

InChI key

OWBTYPJTUOEWEK-IMJSIDKUSA-N

General description

(2S,3S)-2,3-Butanediol ((2S,3S)-2,3-BD) is a chiral compound that can be used as a building block in organic synthesis for the preparation of bioactive molecules.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Biocatalytic production of (2S, 3S)-2, 3-butanediol from diacetyl using whole cells of engineered Escherichia coli
Li L, et al.
Bioresource Technology, 115, 111-116 (2012)
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
Mingshou Lu et al.
Journal of microbiology and biotechnology, 22(5), 659-667 (2012-05-09)
2,3-Butanediol (2,3-BDO) is an organic compound with a wide range of industrial applications. Although Escherichia coli is often used for the production of organic compounds, the wild-type E. coli does not contain two essential genes in the 2,3-BDO biosynthesis pathway
Jinshan Li et al.
Applied microbiology and biotechnology, 97(2), 585-597 (2012-08-07)
Paenibacillus polymyxa can produce the (R,R)-stereoisomer of 2,3-butanediol (2,3-BDL) which is industrially very useful. Two important factors affecting (R,R)-BDL production by P. polymyxa ATCC 12321, medium composition, and addition of acetic acid to the culture were investigated in this study
Jong Myoung Park et al.
Microbial cell factories, 12, 20-20 (2013-02-26)
Klebsiella oxytoca, a Gram-negative, rod-shaped, and facultative anaerobic bacterium, is one of the most promising 2,3-butanediol (2,3-BD) producers. In order to improve the metabolic performance of K. oxytoca as an efficient biofactory, it is necessary to assess its metabolic characteristics
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