Arrange the following three chlorides in decr | vedclass

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Question

(B) The reactivity of alkyl halides towards the $S_{N^1}$ reaction depends on the stability of the carbocation intermediate formed in the rate-determi

Vedclass · Accepted Answer

$2 > 3 > 1$

Vedclass · Answer

(B) The reactivity of alkyl halides towards the $S_{N^1}$ reaction depends on the stability of the carbocation intermediate formed in the rate-determining step ($R$.$D$.$S$.).$(1)$ $CH_3CH_2CH_2Cl$ forms a primary $(1^{\circ})$ carbocation $(CH_3CH_2CH_2^+)$,which is the least stable.$(2)$ $CH_2=CH-CHCl-CH_3$ forms an allylic carbocation $(CH_2=CH-CH^+-CH_3)$,which is resonance-stabilized and thus the most stable.$(3)$ $CH_3CH_2-CHCl-CH_3$ forms a secondary $(2^{\circ})$ carbocation $(CH_3CH_2-CH^+-CH_3)$,which is more stable than the primary carbocation due to hyperconjugation (more $\alpha$-hydrogens) but less stable than the resonance-stabilized allylic carbocation.Therefore,the order of stability of carbocations is: $(2) > (3) > (1)$.Hence,the decreasing order of $S_{N^1}$ reactivity is $2 > 3 > 1$.

Arrange the following three chlorides in decreasing order of their reactivity towards $S_{N^1}$ reaction.

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