361461
meso-2,3-Butanediol
99%
Synonym(s):
(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
Linear Formula:
CH3CH(OH)CH(OH)CH3
CAS Number:
Molecular Weight:
90.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1718900
Assay:
99%
Form:
solid
InChI
1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4+
SMILES string
C[C@@H](O)[C@H](C)O
InChI key
OWBTYPJTUOEWEK-ZXZARUISSA-N
assay
99%
form
solid
bp
183-184 °C (lit.)
mp
32-34 °C (lit.)
functional group
hydroxyl
storage temp.
2-8°C
Quality Level
Related Categories
General description
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
No data available
flash_point_c
No data available
ppe
Eyeshields, Gloves, type N95 (US)
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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
Borim Kim et al.
Journal of microbiology and biotechnology, 22(9), 1258-1263 (2012-07-21)
2,3-Butanediol (2,3-BD) is a major metabolite produced by Klebsiella pneumoniae KCTC2242, which is a important chemical with wide applications. Three genes important for 2,3-BD biosynthesis acetolactate decarboxylase (budA), acetolactate synthase (budB), and alcohol dehydrogenase (budC) were identified in K. pneumoniae
Thomas Häßler et al.
Bioresource technology, 124, 237-244 (2012-09-20)
Fed-batch fermentations for the production of 2,3-butanediol (BDL) with Paenibacillus polymyxa DSM 365 were investigated in 2-L-fermenters. A suitable micro-aerobic set-up enabled high product selectivity of up to 98% R,R-BDL towards meso-BDL and acetoin. Up to 111 g L(-1)R,R-BDL within
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