A) \[{{(C{{H}_{3}})}_{3}}C-<{{(C{{H}_{3}})}_{3}}CH-<C{{H}_{3}}C{{H}_{2}}-\]
B) \[C{{H}_{3}}C{{H}_{2}}-<{{(C{{H}_{3}})}_{2}}CH-<{{(C{{H}_{3}})}_{3}}C-\]
C) \[{{(C{{H}_{3}})}_{2}}CH-<{{(C{{H}_{3}})}_{3}}C-<C{{H}_{3}}C{{H}_{2}}-\]
D) \[{{(C{{H}_{3}})}_{3}}C-<C{{H}_{3}}C{{H}_{2}}-<{{(C{{H}_{3}})}_{2}}CH-\]
Correct Answer: A
Solution :
The inductive effect of the alkyl group on a saturated carbon chain follows the order \[{{(C{{H}_{3}})}_{3}}C->{{(C{{H}_{3}})}_{2}}CH->\] \[C{{H}_{3}}-C{{H}_{2}}->C{{H}_{3}}\] However, when an alkyl group is attached to an unsaturated system such as double bond or a benzene ring, the order of inductive effect is actually reversed. This effect is called hyper conjugation effect or Baker-Nathan effect. Now, the reactivity order is \[{{(C{{H}_{3}})}_{3}}C-<{{(C{{H}_{3}})}_{2}}CH-<C{{H}_{3}}-C{{H}_{2}}-\]\[<C{{H}_{3}}-\]
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