Transesterification of dialkyl carbonates with fluorine-containing alcohols

Reactions of transesterification of dimethyl, diethyl and dibutyl carbonates with 2,2,3,3-tetrafluoroethyl-, 2,2,3,3,4,4,5,5-octafluorobutyl- and 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluorohexyl-carbinols were investigated in the presence of various catalysts. It was found that the conversion of starting d...

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Bibliographic Details
Published in:Russian chemical bulletin 2021-05, Vol.70 (5), p.933-936
Main Authors: Semenova, A. M., Pervova, M. G., Ezhikova, M. A., Kodess, M. I., Zapevalov, A. Ya, Pestov, A. V.
Format: Article
Language:English
Subjects:
Alcohols
Carbonates
Catalysts
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Conversion
Fluorine
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Inorganic Chemistry
Organic Chemistry
Potassium carbonate
Sodium
Transesterification
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Summary:Reactions of transesterification of dimethyl, diethyl and dibutyl carbonates with 2,2,3,3-tetrafluoroethyl-, 2,2,3,3,4,4,5,5-octafluorobutyl- and 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluorohexyl-carbinols were investigated in the presence of various catalysts. It was found that the conversion of starting dialkyl carbonate increases upon increasing the length of fluorine-containing radical in the presence of sodium alkoxide. It was shown that the maximum conversion of dimethyl carbonate (90%) was achieved in its reaction with 2,2,3,3,4,4,5,5-octafluoropentan-1-ol upon using catalysts such as K 2 CO 3 , NaOH, and sodium alkoxide. To achieve similar values of the conversion, Ti(OEt) 4 and Ti(OiPr) 4 should be used in the cases of diethyl and dibutyl carbonates, respectively.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-021-3169-4