Question
Question: Catalytic hydrogenation of compound ‘X’ (C<sub>10</sub>H<sub>14</sub>) gives butyl cyclohexane. Trea...
Catalytic hydrogenation of compound ‘X’ (C10H14) gives butyl cyclohexane. Treatment of ‘X’ with Cu(NH3)2+ 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 -
A
B
C
D
Answer
Explanation
Solution
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Cu(NH3)2+ gives no ppt. ̃ no terminal triple bond But gives ppt with Cu(NH3)2+ on treatment of NH2–
̃ there is internal triple bond.
• In the ring triple bond is not possible
• H2/Ni2B treatment reduces triple bond to double
bond. Now possible options are (2), (3) and (4)
• Oxidative ozonolysis gives non-resolvable
compound. So only (4) is possible
