Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published August 1, 1953 | public
Journal Article

The Electrical Effect of the Trimethylsilyl Group. II.

Abstract

In an earlier investigation, we presented evidence based on Hammett σ-constants that the trimethylsilyl [(CH_3)_3Si-] group is electron-donating in character as judged by the manner in which it influences the acidity of the carboxyl group in benzoic acid. Since the electrical influence of the group is not apparently clear-cut in other types of compounds we have reinvestigated the reactivities of the trimethylsilyl substituted benzoic acids and have prepared the corresponding ethyl esters and determined their alkaline saponification rates.

Additional Information

© 1953 American Chemical Society. Received March 25, 1953. We have confined our attention to the acids and esters since Dr. R. A. Benkeser of Purdue University has measured the reactivities of a number of amine derivatives. ADDED IN PROOF.-R. A. Benkeser and H. R. Kryaiak, ibid., 76, 2421 (1953). The raults of these investigators with henzoic acid derivatives are in good agreement with those given in Table II.

Additional details

Created:
August 19, 2023
Modified:
October 25, 2023