JEE Main Chemistry question
A hydrocarbon of molecular formula CH reacts with sodamide and the same on ozonolysis followed by hydrogen peroxide oxidation gives two molecules of carboxylic acids, one being optically active. Then, the hydrocarbon may be [Guj CET 2008]
Answer: (C)
Solution
Reaction with NaNH (sodamide) requires a terminal alkyne (acidic C–H). Oxidative cleavage (ozonolysis/HO) of a terminal alkyne R–CCH gives R–COOH + HCOOH (formic acid is never chiral). For one of the two acids to be optically active,
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