cis-2,3-Butylene carbonate
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cis-2,3-Butylene carbonate is an organic compound with formula Template:Chem/link, 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 a 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
References
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- ↑ 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. Script error: No such module "CS1 identifiers".
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