N-Alkylideneanilines. III. Behavior of N-Isopropylideneanilines in Methanol-d 4

H Iwamura, M Tsuchimoto, S Nishimura

Index: Iwamura,H. et al. Bulletin of the Chemical Society of Japan, 1974 , vol. 47, p. 193 - 196

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Citation Number: 3

Abstract

When N-isopropylideneanilines are dissolved in methanol-d 4, three types of reactions, exchange of protons in isopropylidene moiety, formation of carbinolamine ethers, and liberation of anilines with formation of acetone dimethyl acetal take place as revealed by NMR spectra of the solutions. The H–D exchange reaction is favored by electron-releasing ring substituents and yet is considerably slower than the rates of the E–Z isomerization of ...