Q.64. Given below are two statements :
Statement (I) : Benzyl chloride reacts faster in S1 mechanism

Q: What is the correct answer for this exam Chemistry Q64?

The correct answer is A. Sol. Statement (I): S$_N$1 reactions proceed via the formation of a carbocation intermediate. The rate of S$_N$1 reaction depends on the stability of the carbocation. Benzyl chloride forms a benzyl carbocation (Ph-CH₂⁺), which is stabilized by resonance with the benzene ring. Ethyl chloride forms an ethyl carbocation (CH₃-CH₂⁺), which is stabilized by hyperconjugation (from the three alpha-hydroge

Q: Q.64. Given below are two statements : Statement (I) : Benzyl chloride reacts faster in S1 mechanism than ethyl chloride. Statement (II) : Ethyl carbocation intermediate is less stabilized by…

The correct answer is A. Sol. Statement (I): S$_N$1 reactions proceed via the formation of a carbocation intermediate. The rate of S$_N$1 reaction depends on the stability of the carbocation. Benzyl chloride forms a benzyl carbocation (Ph-CH₂⁺), which is stabilized by resonance with the benzene ring. Ethyl chloride forms an ethyl carbocation (CH₃-CH₂⁺), which is stabilized by hyperconjugation (from the three alpha-hydroge

Q: What are the options for this this exam Chemistry question?

A. Both Statement I and Statement II are true · B. Both Statement I and Statement II are false · C. Statement I is true but Statement II is false · D. Statement I is false but Statement II is true

Question

Q.64. Given below are two statements :
Statement (I) : Benzyl chloride reacts faster in S1 mechanism than ethyl chloride.
Statement (II) : Ethyl carbocation intermediate is less stabilized by hyperconjugation than benzyl carbocation by resonance.
In the light of the above statements, choose the correct answer from the options given below :

FirstInTest · Accepted Answer

Sol. Statement (I): S$_N$1 reactions proceed via the formation of a carbocation intermediate. The rate of S$_N$1 reaction depends on the stability of the carbocation. Benzyl chloride forms a benzyl carbocation (Ph-CH₂⁺), which is stabilized by resonance with the benzene ring. Ethyl chloride forms an ethyl carbocation (CH₃-CH₂⁺), which is stabilized by hyperconjugation (from the three alpha-hydrogens on the methyl group). Resonance stabilization is generally much stronger than hyperconjugation. Therefore, the benzyl carbocation is more stable than the ethyl carbocation, and benzyl chloride reacts faster in S$_N$1 mechanism than ethyl chloride. So, Statement I is true.

Statement (II): As explained above, the benzyl carbocation is stabilized by resonance, while the ethyl carbocation is stabilized by hyperconjugation. Resonance stabilization is a more effective and extensive mode of stabilization compared to hyperconjugation. Thus, ethyl carbocation is indeed less stabilized by hyperconjugation than benzyl carbocation by resonance. So, Statement II is true.

Since both statements are true, option (1) is correct.

Answer

Both Statement I and Statement II are true

Answer

Both Statement I and Statement II are false

Answer

Statement I is true but Statement II is false

Answer

Statement I is false but Statement II is true

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