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Effect of alkyl chain length on the electrochemical perfluorination of n-alkane (C6–C10) carboxylic acid chlorides

IR@CECRI: CSIR-Central Electrochemical Research Institute, Karaikudi

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Title Effect of alkyl chain length on the electrochemical perfluorination of n-alkane (C6–C10) carboxylic acid chlorides
 
Creator Ilayaraja, N.
Manivel, A.
Velayutham, D.
Noel, M.
 
Subject Electroorganic
 
Description Electrochemical perfluorination (ECPF) of nhexanoyl, n-heptanoyl, n-octanoyl, n-nonanoyl and ndecanoyl 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 a substituted oxolanes were the predominant products. Six membered cyclic ethers were always found to contain b substitution. The possible pathways for these products are also indicated.
 
Publisher Springer Science+Business Media B.V.
 
Date 2008
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://cecri.csircentral.net/239/1/080-2008.pdf
Ilayaraja, N. and Manivel, A. and Velayutham, D. and Noel, M. (2008) Effect of alkyl chain length on the electrochemical perfluorination of n-alkane (C6–C10) carboxylic acid chlorides. Journal of Applied Electrochemistry, 38 (2). pp. 175-186.
 
Relation http://cecri.csircentral.net/239/