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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

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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96870

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(±)-1,3-Butandiol anhydrous, ≥99%

Sigma-Aldrich

309443

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Sigma-Aldrich

P50404

1,3-Propandiol

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Sigma-Aldrich

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1,4-Butandiol

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
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
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
M J Syu
Applied microbiology and biotechnology, 55(1), 10-18 (2001-03-10)
2,3-Butanediol (2,3-BDL), which is very important for a variety of chemical feedstocks and liquid fuels, can be derived from the bioconversion of natural resources. One of its well known applications is the formation of methyl ethyl ketone, by dehydration, which
Hsin-Chih Lai et al.
Journal of leukocyte biology, 92(4), 807-814 (2012-07-18)
The natural compound 2,3-BTD has diverse physiological effects in a range of organisms, including acting as a detoxifying product of liver alcohol metabolism in humans and ameliorating endotoxin-induced acute lung injury in rats. In this study, we reveal that 2,3-BTD
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