Hydrolysis Velocity of Ketimines - Steric Hindrance Effect

Authors

J. B. Culbertson, Cornell CollegeFollow
William Reynolds, Cornell College
Clarence Main, Cornell College

Document Type

Research

Abstract

Additional work has been carried on to gain further information concerning the significance of ortho-substituted groups upon the rate of which diphenyl ketimine hydrochlorides hydrolyze to ketones. In this particular study the following isomeric ketimines have been prepared and their hydrolysis velocities determined: 2, 6-dimethyl-, 2, 5-dimethyl-, 2, 4-dimethyl-, and 3, 5-dimethyldiphenyl ketimines hydrochlorides. The first of these with the two ortho-substituted methyl groups is hydrolyzed appreciably only after prolonged boiling with water. The last with no ortho-substituent is hydrolyzed very rapidly at room temperature, so that its reaction velocity must be measured at 0°C. The second and third ketimine salts, each having one ortho-substituted methyl, are hydrolyzed at a moderate rate at 25°.

Publication Date

1934

Journal Title

Proceedings of the Iowa Academy of Science

Volume

41

Issue

1

First Page

170

Last Page

171

Copyright

©1934 Iowa Academy of Science, Inc.

Language

en

File Format

application/pdf

Recommended Citation

Culbertson, J. B.; Reynolds, William; and Main, Clarence (1934) "Hydrolysis Velocity of Ketimines - Steric Hindrance Effect," Proceedings of the Iowa Academy of Science, 41(1), 170-171.
Available at: https://scholarworks.uni.edu/pias/vol41/iss1/53