cis-2,3-Butylene carbonate

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cis-2,3-Butylene carbonate
Cis-2,3-Butylene carbonate.png
Identifiers
CAS number 36368-39-5 YesY
PubChem 11434932
ChemSpider 9609796 N
Jmol-3D images Image 1
Properties
Molecular formula C5H8O3
Molar mass 116.12 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

cis-2,3-Butylene carbonate is an organic compound with formula C
5
H
8
O
3
, or (H3C)2(C2H2)(CO3). It is an ester with a carbonate functional group bonded to both free ends of the cis-2,3-butylene group. It is also an heterocyclic compound with a five-membered ring containing two oxygen atoms, and can be viewed as a derivative of dioxolane, namely cis-4,5-dimethyl-1,3-dioxolan-2-one.

The compound is an aprotic polar solvent.

The bacterium Pseudomonas diminuta will hydrolyze this compound but not its stereoisomer trans-2,3-Butylene carbonate, yielding cis-2,3-Butanediol. This has been proposed as an efficient route to produce the latter from a racemic mixture of 2,3-butylene carbonates.[1]

See also[edit]

References[edit]

  1. ^ Kazutsugu Matsumoto, Youichi Sato, Megumi Shimojo and Minoru Hatanaka (2000), Highly enantioselective preparation of C2-symmetrical diols: microbial hydrolysis of cyclic carbonates. Tetrahedron: Asymmetry, volume 11, issue 9, pages 1965-1973. doi:10.1016/S0957-4166(00)00144-0