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Introduction to Alkenes

Three differe...

Question

Three different isomeric alkenes $A, B$ and $C$ has molecular formula $C_{5} H_{10}$ and all on hydrogenation yields 2-methylbutane Also heat evolved in their hydrogenation is in the order of $A < B < C .$ Deduce structures of $A, B$ and $C$

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Solution

The molecular formula of A is $C_{2} H_{10}$ . As it fits into general formula $C_{n} H_{2 n}$ therefore it could be an alkene or cycloalkane. As it undergoes hydrogeneration we therefore it is an alkene.Since on hydrogeneration we get 2-methylbutane therefore a double bond may be present on any of the carbon but the basic skeletal of the compound would be same as that of 2-methylbutane.
The order of hydrogeneration in alkene is more stable alkene have lower value of hydrogeneration energy $(△ H^{o})$ . According to question option is $A < B < C$ so,
$A \to 2 - m e t h y l - 2 - e n e .$
$B \to 2 - m e t h y l - 3 - e n e .$
$C \to 2 - m e t h y l - b u t - 1 - e n e$

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