The Journal of Organic Chemistry

Photochemical Reactions of Diketones. IV. 1, 2 The Photoaddition of o-and p-Xylene to Camphorquinone

MB Rubin, RG LaBarge

Index: Rubin,M.B.; LaBarge,R.G. Journal of Organic Chemistry, 1966 , vol. 31, p. 3283 - 3289

Full Text: HTML

Citation Number: 28

Abstract

Photoirradiation of nbcamphorquinone (CQ) in p-xylene solution in the absence of oxygen at wavelengths above 3000 or 4000 A led to a mixture of~~ 3-endo-(p-methylbenzyl)-3-ezo- hydroxy-2-bornanone(6a, 45%),~~ 2-endo-(p-methylbenzyl)-2-ezo-hydroxy-3-bornanone (7a, 200/0), 1, 2-di-(p-tolyl) ethane (14a, 4%), and 3-hydroxy-2-bornanones (15) plus 2- hydroxy-3-bornanones (16)(total yield of hydroxy bornanones 6%). The same mixture of ...