A Facile Synthesis of 1,4-Dialkoxy-2,5-diiodobenzenes: Reaction of Dialkoxybenzenes with Iodine Monochloride in Alcoholic Solvents

Abstract

A facile synthesis of 1,4-dialkoxy-2,5-diiodobenzenes via diiodination of the corresponding dialkoxybenzenes with iodine monochloride has been developed. Employment of an alcoholic solvent as a reaction medium is crucial for attaining a high yield; the reaction in a nonalcoholic solvent usually resulted in a poor yield. The diiodobenzene derivatives are useful intermediates in the synthesis of such advanced materials as soluble phenylenevinylene polymers and dialkoxy derivatives of 7,7,8,8-tetracyanoquinodimethane.