1,4-Naphthalenediol gets converted to 1,4-naphthoquinone on reaction with 1,4-benzoquinone. In the reaction, 1.4-benzene-diol is formed. The reaction passes through charge delocalisation in the equivalent keto and enol forms. The spectroscopic and electrochemical studies discern the role of equivalent charge transfer complex derived from 1,4-naphthoquinone with 1,4-benzenediol (A). The conversion of 1,4-naphthalenediol to 1,4-naphthoquinone in the presence of oxidants such as hydrogen peroxide and t-butylhydroperoxide are catalysed by 1,4-benzoquinone (C) 2002 Elsevier Science B.V. All rights reserved.