JEE Main Chemistry question

ChemistryHaloalkanes and HaloarenesJEE Main

A compound of formula , on reaction with alkali, can give of formula or of formula . , on oxidation, gave a compound of formula . , with dilute containing ion, gave of formula , which, with bromine and NaOH, gave the sodium salt of . Then is:

Answer: (A)

Solution

With aqueous alkali, (a dihalide) gives the aldehyde/ketone () via hydrolysis of a geminal dihalide, and with alcoholic KOH it gives the alkyne (, propyne) via double dehydrohalogenation; this double elimination to an alkyne is only possible from a 1,1-dihalide (geminal) adjacent to a

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Question ID VK-148266