Studies on the reaction of aromatic nitro compounds with sodium phenylthiolate radical IPSO substitution mechanism

Acta Chimica Sinica ›› 1991, Vol. 49 ›› Issue (6): 615-620. Previous Articles Next Articles

Original Articles

芳香族硝基化合物与苯硫酚钠盐的亲核取代反应: 自由基IPSO取代机理

刘有成;赵文轶

兰州大学应用有机化学国家重点实验室

发布日期:1991-06-15

Studies on the reaction of aromatic nitro compounds with sodium phenylthiolate radical IPSO substitution mechanism

LIU YOUCHENG;ZHAO WENYI

Published:1991-06-15

Abstract

Aromatic nitro compounds I (R = 4-CO2Me, 4-CO2Ph, 3-NO2-4-CO2Me) reacted with sodium phenylthiolate giving radical IPSO substitution products and di-Ph disulfide. The reaction mixtures were ESR active and the ESR spectra were consistent with those for the radical anions of I, resp. Using tertiary nitrosobutane as the spin trapping agent, the ESR spectrum for nitroxide tert-BuN(O) SPh was obtained. A radical IPSO substitution mechanism is proposed.

Key words: SODIUM COMPOUNDS, ESTERS, ELECTRON SPIN RESONANCE SPECTROMETRY, SUBSTITUTION REACTION, BENZENE P, BENZENETHIOL P, BENZENECARBOXYLIC ACID P, DMSO, NITROBENZENE, DISULFIDE

CLC Number:

O621

Cite this article

LIU YOUCHENG;ZHAO WENYI. Studies on the reaction of aromatic nitro compounds with sodium phenylthiolate radical IPSO substitution mechanism[J]. Acta Chimica Sinica, 1991, 49(6): 615-620.

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芳香族硝基化合物与苯硫酚钠盐的亲核取代反应: 自由基IPSO取代机理

Studies on the reaction of aromatic nitro compounds with sodium phenylthiolate radical IPSO substitution mechanism

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