Polyhalogenoaromatic compounds. Part 52. Reactions of octachloronaphthalene with nucleophilic reagents and synthesis of some heptachloronaphthyl derivatives

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Abstract
Octachloronaphthalene is substituted by methoxide predominantly at the α-position; it is reduced by lithium aluminium hydride or by phenylhydrazine to give 1H-heptachloronaphthalene. 1H-Heptachloronaphthalene has been nitrated to give heptachloro-8-nitronaphthalene, which has been used to make heptachloro-8-methoxynaphthalene, heptachloro-1-naphthylamine, and 1-bromo-heptachloronaphthalene.