Chemistry:Cis-2,3-Butylene carbonate
From HandWiki
| |
| Names | |
|---|---|
| Preferred IUPAC name
(4R,5S)-4,5-Dimethyl-1,3-dioxolan-2-one | |
| Other names
cis-4,5-Dimethyl-1,3-dioxolan-2-one
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C5H8O3 | |
| Molar mass | 116.116 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
| |
| Infobox references | |
Tracking categories (test):
cis-2,3-Butylene carbonate is an organic compound with formula C5H8O3, 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
- trans-2,3-Butylene carbonate, a stereoisomer
- 1,2-Butylene carbonate
- Propylene carbonate
References
- ↑ 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
 |  |
