Canadian Journal of Chemistry

ORTHO PARTICIPATION IN THE CONVERSION OF syn-BENZALDOXIME ESTERS TO NITRILES

RJ Crawford, C Woo

Index: Crawford,R.J.; Woo,C. Canadian Journal of Chemistry, 1965 , vol. 43, p. 3178 - 3187

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Citation Number: 13

Abstract

Substituted syn-benzaldoxime esters are transformed, in an alcoholic solution, to the corresponding nitriles according to first-order kinetics. All ortho substituents were observed to accelerate the rate of nitrile formation relative to the corresponding para derivative. While the ko/kp ratios for the bromo, chloro, fluoro, methoxy, and methyl substituents fall within the range of 2 to 9, the iodo and methylthio substituents are 119 and 11 000 respectively. ...