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Substituent chemical shift (SCS) correlations for the hydroxyl proton of substituted benzyl alcohols

✍ Scribed by Raymond J. Abraham; Jan M. Bakke

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
234 KB
Volume
14
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The hydroxyl proton chemical shift in substituted benzyl alcohols may be used, either at infinite dilution in CCl~4~, or in dilute solutions in DMSO, as a reliable indicator of substituent effects. The sensitivity of the hydroxyl proton to substituents is much greater than that of the methylene protons, and this is shown to be due to an increased dependence of the hydroxyl proton on the field effect of the substituent. The percent resonance contribution to the OH chemical shifts is identical in benzyl alcohols and phenols.

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