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(A) The rate of $S_N1$ reaction depends on the stability of the carbocation intermediate formed.$(i)$ Forms a benzylic carbocation $(Ph-C^+(CH_3)_2)$,

Vedclass · Accepted Answer

$iv < ii < iii < i$

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(A) The rate of $S_N1$ reaction depends on the stability of the carbocation intermediate formed.$(i)$ Forms a benzylic carbocation $(Ph-C^+(CH_3)_2)$,which is highly stable due to resonance.(ii) Forms a secondary carbocation $(CH_3-CH_2-CH^+-CH_3)$.(iii) Forms a tertiary carbocation $((CH_3)_3C^+)$.(iv) Forms a secondary carbocation $(CH_3-CH_2-CH^+-CH_3)$ but has $Cl^-$ as a leaving group,which is a poorer leaving group than $Br^-$.Comparing stabilities: Benzylic > Tertiary > Secondary.Comparing leaving groups: $Br^- > Cl^-$.Thus,the order of stability/rate is: (iv) Therefore,the correct option is $A$.

Arrange the following compounds in order of increasing $S_N1$ reaction rate:
$(i)$ $Ph-C(CH_3)_2-Br$
(ii) $CH_3-CH_2-CH(CH_3)-Br$
(iii) $(CH_3)_3C-Br$
(iv) $CH_3-CH_2-CH(CH_3)-Cl$

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Arrange the following compounds in order of increasing $S_N1$ reaction rate:$(i)$ $Ph-C(CH_3)_2-Br$(ii) $CH_3-CH_2-CH(CH_3)-Br$(iii) $(CH_3)_3C-Br$(iv) $CH_3-CH_2-CH(CH_3)-Cl$