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361461

Sigma-Aldrich

meso-2,3-Butandiol

99%

Synonym(e):

(2R,3S)-2,3-Butanediol, (R,S)-2,3-Butanediol, (erythro-) 2,3-Butanediol, rel-(2R,3S)-2,3-Butanediol

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About This Item

Lineare Formel:
CH3CH(OH)CH(OH)CH3
CAS-Nummer:
5341-95-7
Molekulargewicht:
90.12
Beilstein:
1718900
MDL-Nummer:
MFCD00077669
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24862226
NACRES:
NA.22

Qualitätsniveau

200

Assay

99%

Form

solid

bp

183-184 °C (lit.)

mp (Schmelzpunkt)

32-34 °C (lit.)

Lagertemp.

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+

InChIKey

OWBTYPJTUOEWEK-ZXZARUISSA-N

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Allgemeine Beschreibung

meso-2,3-Butanediol is a diol. 2,3-Butanediol (2,3-DB) exists in three stereoisomeric forms: dextro, levo and meso. 2,3-DB is a crucial chemical feedstock and has wide applications in industry. Production of meso-2,3-butanediol under low oxygen condition by metabolically engineered Escherichia coli is reported. 2,3-Butanediol can be converted to 1,3-butadiene, which is used in the preparation of synthetic rubber. meso-2,3-Butanediol is the source of production of 2-butanol by isolates of lactic acid bacteria.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

No data available

Flammpunkt (°C)

No data available

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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(±)-1,3-Butandiol anhydrous, ≥99%

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Sigma-Aldrich

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Zheng-Jun Li et al.
Applied microbiology and biotechnology, 87(6), 2001-2009 (2010-05-26)
A metabolically engineered Escherichia coli has been constructed for the production of meso-2,3-butanediol (2,3-BD) under low oxygen condition. Genes responsible for 2,3-BD formation from pyruvate were assembled together to generate a high-copy plasmid pEnBD, in which each gene was transcribed
Payam Ghiaci et al.
FEMS microbiology letters, 360(1), 70-75 (2014-09-02)
2-Butanol has been an issue of industries in many areas, for example, biofuel production (as an advanced alternate fuel), fermented beverages, and food (as taste-altering component). Thus, its source of production, the biological pathway, and the enzymes involved are of
Yuanzhi He et al.
Molecules (Basel, Switzerland), 23(3) (2018-03-23)
(3S)-Acetoin and (2S,3S)-2,3-butanediol are important platform chemicals widely applied in the asymmetric synthesis of valuable chiral chemicals. However, their production by fermentative methods is difficult to perform. This study aimed to develop a whole-cell biocatalysis strategy for the production of
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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