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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10 G
$404.00
About This Item
Linear Formula:
CH3CH(OH)CH(OH)CH3
CAS Number:
Molecular Weight:
90.12
Beilstein/REAXYS Number:
1718900
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
99%
form
solid
bp
183-184 °C (lit.)
mp
32-34 °C (lit.)
functional group
hydroxyl
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+
InChI key
OWBTYPJTUOEWEK-ZXZARUISSA-N
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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.[1] Production of meso-2,3-butanediol under low oxygen condition by metabolically engineered Escherichia coli is reported.[2] 2,3-Butanediol can be converted to 1,3-butadiene, which is used in the preparation of synthetic rubber.[3] meso-2,3-Butanediol is the source of production of 2-butanol by isolates of lactic acid bacteria.[1]
Storage Class
11 - Combustible Solids
wgk_germany
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
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
Xiaolin Shen et al.
Journal of industrial microbiology & biotechnology, 39(11), 1725-1729 (2012-07-27)
This work describes the production of (R,R)-2,3-butanediol in Escherichia coli using glycerol by metabolic engineering approaches. The introduction of a synthetic pathway converting pyruvate to (R,R)-2,3-butanediol into wild-type E. coli strain BW25113 led to the production of (R,R)-2,3-butanediol at a
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