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Question 65

Given below are two statements:
Statement I: Hyperconjugation is not a permanent effect.
Statement II: In general, greater the number of alkyl groups attached to a positively charged C-atom, greater is the hyperconjugation interaction and stabilization of the cation.
In the light of above statements, Choose the correct answer from the options given below :

Step 1 - Recall the nature of hyperconjugation
Hyperconjugation involves delocalisation of the electrons of an $$\sigma$$-bond (generally C-H) with an adjacent empty p-orbital, a $$\pi$$-bond or a positively charged carbon centre. The overlap is present in the ground state of the molecule and does not require any external stimulus. Hence it is a permanent electronic effect, just like resonance.

Step 2 - Test Statement I
Statement I claims: “Hyperconjugation is not a permanent effect.”
But from Step 1 we know that hyperconjugation is permanent. Therefore, Statement I is $$\textbf{false}$$.

Step 3 - Understand the relation between alkyl substitution and hyperconjugation in carbocations
For a carbocation, each alkyl group attached to the positively charged carbon provides one or more $$\alpha$$-hydrogen atoms. Every $$\alpha$$-hydrogen can participate in hyperconjugation, generating a separate hyperconjugative structure. More such structures mean greater charge delocalisation and hence increased stability of the carbocation.

Step 4 - Test Statement II
Statement II says: “In general, the greater the number of alkyl groups attached to a positively charged C-atom, the greater is the hyperconjugation interaction and stabilisation of the cation.”
Step 3 confirms this: $$3^\circ$$ > $$2^\circ$$ > $$1^\circ$$ carbocations in stability because of increasing hyperconjugation. Hence, Statement II is $$\textbf{true}$$.

Step 5 - Choose the correct option
Statement I is false and Statement II is true. According to the option list, that corresponds to Option C.

Final answer: Option C.

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