D. N. Kevill, Kyoung-Ho Park, H. Koh
May 1, 2011
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Influential Citations
4
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Journal
Journal of Physical Organic Chemistry
Abstract
Specific rates of solvolysis of diphenyl (1) and bis(2,4-dichlorophenyl) (3) phosphorochloridate (chlorophosphate) have been determined by a conductivity technique. The available specific rates together with those determined earlier for bis(4-chlorophenyl) phosphorochloridate (2) have been analyzed in terms of the extended (two-term) Grunwald–Winstein equation. It is found that rather poor overall correlations found earlier for 1 and 2 and now for 3 are considerably improved when data points for 2,2,2-trifluoroethanol–ethanol and acetone–water mixtures are excluded. The large sensitivities toward changes in solvent nucleophilicity are consistent with a bimolecular process. The differences in nucleophilicity of an acetone–water mixture for attack at carbon or at phosphorus are discussed. Copyright © 2010 John Wiley & Sons, Ltd.