Specificity of hydrogen transfer in photolysis of 3-and 4-methylcyclohexanone

W Agosta, WL Shreiber

Index: Agosta,W.C.; Schreiber,W.L. Journal of the American Chemical Society, 1971 , vol. 93, p. 3947 - 3952

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Citation Number: 17

Abstract

Abstract: Three deuterated 3-and 4-methylcyclohexanones, 3, 4, and 5, have been prepared and photolyzed in methanol along with their unlabeled counterparts, 1 and 2. Irradiation of 1 leads to aldehyde 22 and ester 23; irradiation of 2 yields all four a-cleavage products, aldehydes 24 and 25 plus esters 26 and 27. The deuterium distribution in 22 and 24 from 3, 4, and 5 indicates that approximately two-thirds of the aldehydic hydrogen was originally ...

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