Reactions of fluoroalkyl radicals generated electrochemically. Part 1. Additions of trifluoromethyl radicals to olefinic and acetylenic bonds
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 202-209
- https://doi.org/10.1039/p19780000202
Abstract
Trifluoromethyl radicals, generated by the electrolysis of trifluoroacetic acid in acetonitrile–water–sodium hydroxide reacted with olefins CH2 CHX (X = C3H7, C4H9, C5H11, CO2CH3, CN, and CH2CO2CH3) to give a mixture of products of the type CF3CH2CH2X, CF3CHCHX, CF3CH2CH(CF3)X, and (CF3CH2CHX)2. Where X = CO2CH3 trimeric products were also isolated. With hex-1-yne, electrolysis of trifluoroacetic acid gave a mixture of Z- and E-CF3CHCHC4H9 and E-CF3CHC(CF3)C4H9. In contrast cyclopentene produced only cyclopentyl trifluoroacetates.Keywords
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