The Journal of Organic Chemistry

Autoxidative Formation and Chemical Properties of α-Alkoxybenzyl and α-Alkoxyallyl Hydroperoxides1

DB SHARP, TM PATRICK Jr

Index: Sharp,D.B.; Patrick,T.M. Journal of Organic Chemistry, 1961 , vol. 26, p. 1389 - 1394

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Citation Number: 17

Abstract

Alkyl benzyl ethers and alkyl allyl ethers autoxidize readily at 100'in liquid phase to a- alkoxybenzyl and a-alkoxyallyl hydroperoxides, respectively. Conversion of the former to the corresponding aromatic aldehyde is effected by reduction; ferrous ion catalyzes gem- dehydration to the carboxylate ester. pem-Dehydration of a-alkoxysllyl hydroperoxide gives low yields of acrylate eater; a concomitant polymerization of the monomer in the presence ...

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