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solvolyses of benzoyl chlorides in weakly nucleophilic mediasolvolyses弱苯甲酰氯的亲核的媒体
Int. J. Mol. Sci. 2011, 12, 4805-4818; doi:10.3390/ijm
OPEN ACCESS
International Journal of
Molecular Sciences
ISSN 1422-0067
./journal/ijms
Article
Solvolyses of Benzoyl Chlorides in Weakly Nucleophilic Media
Thomas William Bentley * and Haldon Carl Harris
Chemistry Unit, Grove Building, School of Medicine, Swansea University, Swansea SA2 8PP, Wales,
UK; E-Mail: carl.harris1@
* Author to whom correspondence should be addressed; E-Mail: t.w.bentley@swansea.ac.uk;
Tel.: +44-1792-295-262; Fax: +44-1792-295-554.
Received: 6 July 2011; in revised form: 22 July 2011 / Accepted: 18 July 2011 /
Published: 28 July 2011
Abstract: Rate constants and activations parameters are reported for solvolyses of
p -Z-substituted benzoyl chlorides (1, Z = OMe, Me, H, and Cl) in 97% w/w
hexafluoroisopropanol-water (97H). Additional kinetic data are reported for solvolyses in
acetic and formic acids. Plots of log k vs. σp in 97H are consistent with previous research
showing that a cationic reaction channel is dominant, even for solvolyses of 1, Z = NO .
2
A benzoyl cation intermediate was trapp
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