Effect of alkyl chain length on the electrochemical perfluorination of n -alkane (C₆¨CC₁₀) carboxylic acid chlorides

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• 作者：N. Ilayaraja ; A. Manivel ; D. Velayutham and M. Noel
• 关键词：Electrochemical perfluorination ; n ; Alkane carboxylic acid chlorides ; Perfluoro cyclic ethers ; Perfluoro alkanes ; Perfluoro acids
• 刊名：Journal of Applied Electrochemistry
• 出版年：2008
• 出版时间：February, 2008
• 年：2008
• 卷：38
• 期：2
• 页码：175-186
• 全文大小：429.6 KB

文摘

Electrochemical perfluorination (ECPF) of n-hexanoyl, n-heptanoyl, n-octanoyl, n-nonanoyl and n-decanoyl chlorides was carried out under identical experimental conditions in liquid HF. The product distribution among perfluorinated carboxylic acids, perfluoro ethers, perfluoroalkanes, isomerised and fragmented products containing less number of carbon atoms was identified using 19F NMR. The selectivity of C₆–C₁₀ perfluoro carboxylic acid varied between 29 and 36 % . The alkali insoluble perfluoro cyclic ether and perfluoro alkane fractions increased with increasing chain length. The increase of perfluoroalkane fractions is mainly due to decarboxylation. Cyclic ether fractions also decreased slightly with increase in chain length. Among the cyclic ethers α substituted oxolanes were the predominant products. Six membered cyclic ethers were always found to contain β substitution. The possible pathways for these products are also indicated.