Azine化合物に関する研究 (第6報)
Ketazine及びKetone Thiosemicarbazone
1953 年 73 巻 5 号 p. 455-459
詳細
1953 年 73 巻 5 号 p. 455-459
Reactivity of carbonyl group was observed by the formation of azines. The activity of the ketone group is weaker than that of aldehyde group due to the +I effect of the alkyl radical. Although negative substituents increase the activity of the carbonyl, the effect of nuclear substituent is generally smaller than the activity increase by the catalytic action of proton, or the activity decrease due to +I effect of the alkyls and the +T effect of the phenyl group. The formation of thiosemicarbazones by the reaction of thiosemicarbazide on the azines is assumed to be anionic addition to the carbon atom of the azimethylene group but when there are strong negative substituents such as the nitro group in the azine, the nucleophilic acitivity of the carbon in azimethylene is decreased by the contribution of reversed polarity due to electron attraction of the nitro group.
