PROTONATION OF THE CARBONYL GROUP: II. THE BASICITIES OF SUBSTITUTED BENZALDEHYDES
- 1 April 1959
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 37 (4) , 664-671
- https://doi.org/10.1139/v59-092
Abstract
The basicities of seven meta- and para-substituted benzaldehydes have been determined by a spectrophotometric method in sulphuric acid media. The simple Hammett relation does not hold for these bases but a good correlation exists between [Formula: see text] and σ+. The effects of substitution on the wavelengths of maximal ultraviolet absorption in benzaldehyde are compared with those in acetophenone.The basicity of o-tolualdehyde was determined in an attempt to estimate the steric effects of ortho substitution. The effects of symmetrical trisubstitution on the basicity of benzaldehyde and acetophenone are compared and discussed.Keywords
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