An acyclic hydrocarbon P, having molecular formula $C_{6} H_{10}$ , gave acetone as the only organic product through the following sequence of reactions, in which Q is an intermediate organic compound.

So, identify the possible structure of Q

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Solution

The final ozonolysis product indicates that the alkene before ozonolysis is

Also $P (C_{6} H_{10})$ has two degree of unsaturation and oxymercuration demercuration hydration indicates that it is an alkyne. As alkyne, on hydration, gives a carbonyl compound which on reduction with $N a B H_{4}$ gives a $2^{o}$ alcohol.

The secondory alcohol that can give above shown alkene on acid catalysed deydration is

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An acyclic hydrocarbon P, having molecular formula C6H10, gave acetone as the only organic product through the following sequence of reactions, in which Q is an intermediate organic compound. So, identify the possible structure of Q

An acyclic hydrocarbon P, having molecular formula $C_{6} H_{10}$ , gave acetone as the only organic product through the following sequence of reactions, in which Q is an intermediate organic compound.

So, identify the possible structure of Q