<I>N</I>-Alkylideneanilines. III. Behavior of <I>N</I>-Isopropylideneanilines in Methanol-d<SUB>4</SUB>

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概要

• 論文の詳細を見る

• When <I>N</I>-isopropylideneanilines are dissolved in methanol-<I>d</I><SUB>4</SUB>, 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 the corresponding imines. The carbinolamine ethers are formed when the substituents are strongly electronegative. Formation of acetone dimethyl acetal occurs additionally with imines carrying halogen atoms as the ring substituents. The competitive reaction mechanism is proposed.

• 公益社団法人 日本化学会の論文

著者

• Iwamura Hiizu

  Department Of Chemistry Faculty Of Science The University Of Tokyo

• Nishimura Shigeo

  Department Of Applid Chemistry For Resources Tokyo University Of Agriculture And Technology

• Nishimura Shigeo

  Department of Industrial Chemistry, Tokyo University of Agriculture and Technology

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