Revision as of 22:10, 3 May 2011 editQjim (talk | contribs)210 editsm →See also← Previous edit |
Latest revision as of 20:05, 17 August 2022 edit undoFswitzer4 (talk | contribs)Extended confirmed users10,886 editsm Added UNII |
(7 intermediate revisions by 7 users not shown) |
Line 1: |
Line 1: |
|
{{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 = |
Line 18: |
Line 32: |
|
| 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> |
|
|
|
|