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Solution


Q.

An optically active alkyl halide C4H9Br [A] reacts with hot KOH dissolved in ethanol and forms alkene [B] as major product which reacts with bromine to give dibromide [C]. The compound [C] is converted into a gas [D] upon reacting with alcoholic NaNH2. During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333 K to form compound [E].

The IUPAC name of compound [E] is:                 [2025]
1 But-2-yne  
2 Butan-2-ol  
3 Butan-2-one  
4 Butan-1-al  

Ans.

(3)

Out of four possible isomers of C4H9Br, only one is optically active, so this gives us structure of [A].