The addition–elimination mechanism in the photonitration of naphthalene by tetranitromethane
Abstract
By the isolation and kinetic studies of an adduct (cis-1,4-dihydro-1-nitro-4-trinitromethylnaphthalene) from the photolysis of naphthalene–tetranitromethane in dichloromethane or acetonitrile, it is shown that the route to nitro substitution products proceeds via addition–elimination, the latter step being either thermal or base-catalysed.