Transesterification of Diethyl Carbonate with Methanol Catalyzed by Sodium Methoxide
The mechanism of sodium methoxide-catalyzed transesterification of diethyl carbonate with metha-nol to dimethyl carbonate has been studied by DFT quantum chemical calculations using B3LYP functional. Ethoxy groups in the substrate are replaced successively through four-coordinate carbon intermediate...
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| Veröffentlicht in: | Russian journal of organic chemistry 2019-09, Vol.55 (9), p.1338-1343 |
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| container_issue | 9 |
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| container_title | Russian journal of organic chemistry |
| container_volume | 55 |
| creator | Samuilov, A. Ya Korshunov, M. V. Samuilov, Ya. D. |
| description | The mechanism of sodium methoxide-catalyzed transesterification of diethyl carbonate with metha-nol to dimethyl carbonate has been studied by DFT quantum chemical calculations using B3LYP functional. Ethoxy groups in the substrate are replaced successively through four-coordinate carbon intermediates which undergo decomposition. Sodium methoxide with carbonates forms pre-reaction complexes where the sodium cation is coordinated to the carbonate fragment. These complexes are characterized by enhanced electron-donating power of the methoxy fragment and increased electron-withdrawing power of the carbonate fragment, which favors the transesterification process. |
| doi_str_mv | 10.1134/S1070428019090124 |
| format | Article |
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These complexes are characterized by enhanced electron-donating power of the methoxy fragment and increased electron-withdrawing power of the carbonate fragment, which favors the transesterification process.</description><subject>Carbonates</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Decomposition reactions</subject><subject>Organic Chemistry</subject><subject>Quantum chemistry</subject><subject>Sodium</subject><subject>Substrates</subject><subject>Transesterification</subject><issn>1070-4280</issn><issn>1608-3393</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp1UEtPwzAMjhBIjMEP4FaJc8FusqY9ovGUhjhsnKu0dVimrRlJKii_nowhcUCcbH8vy2bsHOESkYurOYIEkRWAJZSAmThgI8yhSDkv-WHsI53u-GN24v0KAAQKPmKLhVOdJx_IGW0aFYztEquTG0NhOayTqXK17VSg5N2EZfIUUdXZHR7UevikNqmHZG5b02--SfthWjplR1qtPZ391DF7ubtdTB_S2fP94_R6ljYc85DKkhekkDRoIUmUEyy5VDnFKZNUq1xioaSESdZEXUOtaEsqclANtrrRNR-zi33u1tm3Ph5RrWzvuriyyjhImWNeiKjCvapx1ntHuto6s1FuqBCq3fOqP8-Lnmzv8VHbvZL7Tf7f9AV-i3GE</recordid><startdate>20190901</startdate><enddate>20190901</enddate><creator>Samuilov, A. 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| subjects | Carbonates Chemistry Chemistry and Materials Science Decomposition reactions Organic Chemistry Quantum chemistry Sodium Substrates Transesterification |
| title | Transesterification of Diethyl Carbonate with Methanol Catalyzed by Sodium Methoxide |
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