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Q.

Catalytic hydrogenation of compound ‘X’ C10H14 gives butyl cyclohexane. Treatment of ‘X’ with CuNH32+ gives no precipitate but does after treatment with hot NaNH2. When ‘X’ is first reacted with H2/Ni2B and then oxidatively ozonized, a non resolvable compound is formed. The organic compound ‘X’ is

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a

b

c

d

answer is D.

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Detailed Solution

CuNH32+ gives no ppt. ⇒ no terminal triple bond but gives ppt. with CuNH32+ on treatment of NH2-⇒ In the ring triple bond is not possible
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