Naphthalene dichloride and its derivatives. Part I. The preparation and structure of a 1,2,3,4,8-pentachloro-1,2-dihydronaphthalene

Abstract

Chlorination of 1,5-dichloronaphthalene is known to give a 1,1,2,3,4,5-hexachlorotetralin and a pentachlorodihydronaphthalene, now established to be 1,2,3,4,8-pentachloro-1,2-dihydronaphthalene from u.v. and 1H n.m.r. evidence, and from the fact that, when dehydrochlorinated, it gives 1,2,3,5-tetrachloronaphthalene. The structure of the hexachlorotetralin has also been established from its 1H n.m.r. spectrum and that of its partly deuteriated derivative. For comparison, the 2- and 4-deuterio-derivatives of the tetrachloride of 1-chloronaphthalene have been prepared and examined.