JEE Main Chemistry question

A chlorocatechol (a benzene ring bearing a chlorine substituent and two adjacent –OH groups) reacts with and NaOH. The product is

(A)A benzodioxole (methylenedioxy-fused ring from O-alkylation of both oxygens with a single bridge)Correct
(B)A mono-substituted product with only one oxygen alkylated and a pendant group, the second left free
(C)Simple anisole-type mono ether (only one –OH methylated, as )
(D)None of the above

Answer: (A)

Solution

NaOH deprotonates both phenolic groups of the chlorocatechol-type substrate to phenoxide ions, each of which then displaces one iodide from in a double

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Question ID VK-148562