Increasing order of reactivity of the following compounds for

Question:

Increasing order of reactivity of the following compounds for $S_{N} 1$ substitution is:

  1. (\mathrm{B})<(\mathrm{C})<(\mathrm{D})<(\mathrm{A})

  2. $(B)<(C)<(A)<(D)$

  3. $(B)<(A)<(D)<(C)$

  4. $(\mathrm{A})<(\mathrm{B})<(\mathrm{D})<(\mathrm{C})$


Correct Option: , 3

Solution:

In $\mathrm{S}_{\mathrm{N}} 1$ reaction carbocation acts as an intermediate.

Carbocation produced by $(\mathrm{C})$ is more stable than carbocation produced by (D) due to + I effect of $-\mathrm{OCH}_{3}$ group.

Further in (A) there is formation of tertiary carbocation after rearrangement while (B) is primary carbocation.

So, the correct order is $(C)>(D)>(A)>(B)$.

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