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Which of the following compounds is most rapidly hydrolysed by SN1 mechanism
  • a)
    C6H5Cl
  • b)
    Cl – CH2 – CH = CH2
  • c)
    (C6H5)3CCl
  • d)
    C6H5CH2Cl
Correct answer is option 'C'. Can you explain this answer?
Verified Answer
Which of the following compounds is most rapidly hydrolysed by SN1 mec...
Following comp. is most rapidly hydrolysed by SN1 mechanism.

Most stable corbocation will be more rapidly hydrolysed by SN1 mechanism.
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Which of the following compounds is most rapidly hydrolysed by SN1 mec...

Factors affecting SN1 reaction rate:

- Stability of the carbocation
- Nature of the leaving group
- Solvent polarity

Explanation:

Compound (C6H5)3CCl
This compound (tertiary alkyl halide) is most rapidly hydrolyzed by SN1 mechanism due to the presence of a stable tertiary carbocation. Tertiary carbocations are more stable than primary or secondary carbocations because they have more hyperconjugation and inductive effects from surrounding alkyl groups, making them more easily formed in the reaction. This stability of the carbocation increases the rate of the SN1 reaction.

In contrast, primary alkyl halides (like C6H5Cl and C6H5CH2Cl) would form less stable primary carbocations, slowing down the rate of the SN1 reaction. Additionally, the nature of the leaving group and the solvent polarity can also influence the reaction rate.

Therefore, compound (C6H5)3CCl would be hydrolyzed most rapidly by SN1 mechanism compared to the other compounds mentioned.
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