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Cis-2,3-Butylene carbonate: Difference between revisions

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{{DISPLAYTITLE:''cis''-2,3-Butylene carbonate}} {{DISPLAYTITLE:''cis''-2,3-Butylene carbonate}}
{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 382552859
| Watchedfields = changed
| Name=''cis''-2,3-Butylene carbonate
| verifiedrevid = 427309248
| Name = ''cis''-2,3-Butylene carbonate
| ImageFile = cis-2,3-Butylene carbonate.png | ImageFile = cis-2,3-Butylene carbonate.png
| ImageSize = 120px | ImageSize = 120px
| IUPACName = ''cis''-4,5-Dimethyl-dioxolan-2-one | PIN = (4''R'',5''S'')-4,5-Dimethyl-1,3-dioxolan-2-one
| OtherNames = | OtherNames = ''cis''-4,5-Dimethyl-1,3-dioxolan-2-one
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 36368-39-5 | CASNo = 36368-39-5
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem =
| UNII = 5QH9AX4WRJ
| SMILES = O=C1O(C)(C)O1
| PubChem = 11434932
}}
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| Section2 = {{Chembox Properties
| ChemSpiderID = 9609796
| SMILES = O=C1O(C)(O1)C
| InChI = 1/C5H8O3/c1-3-4(2)8-5(6)7-3/h3-4H,1-2H3/t3-,4+
| InChIKey = LWLOKSXSAUHTJO-ZXZARUISBW
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C5H8O3/c1-3-4(2)8-5(6)7-3/h3-4H,1-2H3/t3-,4+
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = LWLOKSXSAUHTJO-ZXZARUISSA-N
| SMILES2 = O=C1O(C)(C)O1
}}
|Section2={{Chembox Properties
| C=5|H=8|O=3 | C=5|H=8|O=3
| Appearance = | Appearance =
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| MeltingPt = | MeltingPt =
| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility =
}}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| AutoignitionPt =
| Autoignition = }}
}}
}} }}


'''''cis''-2,3-Butylene carbonate''' is an organic compound with formula {{chem|C|5|H|8|O|3}}, or (H<sub>3</sub>C)<sub>2</sub>(C<sub>2</sub>H<sub>2</sub>)(CO<sub>3</sub>). It is an ] with a ] ] ] to both free ends of the ''cis''-2,3-] group. It is also an ] compound with a five-membered ring containing two ] atoms, and can be viewed as a derivative of ], namely '''''cis''-4,5-dimethyl-1,3-dioxolan-2-one'''. '''''cis''-2,3-Butylene carbonate''' is an organic compound with formula {{chem|C|5|H|8|O|3}}, or (H<sub>3</sub>C)<sub>2</sub>(C<sub>2</sub>H<sub>2</sub>)(CO<sub>3</sub>). It is an ] with a ] ] ] to both free ends of the ''cis''-2,3-] group. It is also a ] compound with a five-membered ring containing two ] atoms, and can be viewed as a derivative of ], namely '''''cis''-4,5-dimethyl-1,3-dioxolan-2-one'''.


The compound is an ] ] solvent. The compound is an ] ] solvent.


The bacterium '']'' will hydrolyze this compound but not its ] ], yielding ''cis''-]. This has been proposed as an efficient route to produce the latter from a racemic mixture of 2,3-butylene carbonates.<ref name=matsu> The bacterium '']'' will hydrolyze this compound but not its ] ], yielding ''cis''-]. This has been proposed as an efficient route to produce the latter from a racemic mixture of 2,3-butylene carbonates.<ref name=matsu>
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}} 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}}
</ref> </ref>


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