1.

Catalytic hydrogenation of compound 'X'(C_(10)H_(14)) givesbutyl cyclohexane. Treatment of 'X' with Cu(NH_(3))_(2)+NaNH_(2). When 'X' is first reactedwith H_(2)//Ni_(2)B and then oxidatively ozonized, a non resolvable compound is formed. The organic compound 'X' is

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Solution :`C_(10) H_(14) overset((X))((D) U = 4) underset("HYDROGENATION")overset("Catalytic")(to)`
`Cu(NH_(3))_(2)^(+)` gives no ppt.`implies` no terminal triple bond but gives ppt. with `Cu(NH_(3))_(2)^(+)` on treatment of `NH_(2)^(-)`
`implies` there is internal triple bond.
In the ring triple bond is not POSSIBLE.
`H_(2) //Ni_(2)B` treatment reduces triple bond to double bond. Now possible options are `(b)(C)` and `(d)`.
Oxidative ozonolysis gives NON `-` resolvable compound. So only `(d)` is possible.


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