Journal of the American Chemical Society

Mechanism of the apparent electron-transfer reaction between tert-butoxide ion and nitrobenzene

RD Guthrie, DE Nutter

Index: Guthrie, Robert D.; Nutter, Dale E. Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7478 - 7482

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Citation Number: 30

Abstract

Abstract: Potassium tert-butoxide reacts with nitrobenzene in tetrahydrofuran to produce tert- butoxynitrobenzenes. During the reaction at least 2 equiv of the potassium salt of nitrobenzene radical anion precipitates per equivalent of substitution products. The reaction is first order in nitrobenzene and second order in tert-butoxide. When a mixture of deuterated and undeuterated nitrobenzene is used, the substitution reaction is selective for the ...

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