Phenyl furyl ketimine hydrochloride has been prepared and the velocity of its hydrolysis to the corresponding ketone measured. The velocity constant has been found to be of the order of l0xl0-3 measured at 25°C. The constant for diphenyl ketimine hydrochloride is 5.5x103measured at 0° or about 50x10-3 when calculated to 25 °. In view of the generally considered more highly negative character of the furyl radical over the phenyl, this result is in line with an observed rule that the ketimine salts are more resistant to hydrolysis the more negative the radicals attached to the carbimino group. The hydrolytic velocities of these and other ketimines already studied are compared on the basis of Kharasch's table of relative negativities of aromatic radicals.
Proceedings of the Iowa Academy of Science
©1934 Iowa Academy of Science, Inc.
Culbertson, J. B. and Hines, Leonard
"Hydrolysis of Phenyl Furyl Ketimine - The Relative Negativity Effect,"
Proceedings of the Iowa Academy of Science, 41(1), 172-172.
Available at: https://scholarworks.uni.edu/pias/vol41/iss1/56