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Kinetics and mechanism for the acid-catalyzed addition of propionic acid to tetradecenes and hexadecenes

โœ Scribed by Jeffrey C. Gee; Daniel Kurukji

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
517 KB
Volume
42
Category
Article
ISSN
0538-8066

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โœฆ Synopsis

Abstract

We developed a kinetic model for the reversible direct addition of propionic acid to linear tetradecences and linear hexadecenes on Amberlyst 15 at 93ยฐC. The model addresses concurrent double bond isomerization of the olefins and assumes carbenium ion formations to be rate limiting for all conversions; it is detailed enough to include terms for multiple isomers of esters and olefins. The reaction was first order in olefin and in ester but was oneโ€half order in propionic acid. Gas chromatography was the analytical method employed to follow the reactions, and this study represents a novel use of this analytical method to elucidate carbenium ion behavior. The model includes five rateโ€determining steps and five fast steps. ยฉ 2010 Wiley Periodicals, Inc. Int J Chem Kinet 42: 354โ€“371, 2010

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