The order of reactivity of the following alco | vedclass

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(C) The reaction of alcohols with $HCl$ proceeds via an $S_N1$ mechanism,which involves the formation of a carbocation intermediate.Reactivity depends

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$4 > 3 > 2 > 1$

Vedclass · Answer

(C) The reaction of alcohols with $HCl$ proceeds via an $S_N1$ mechanism,which involves the formation of a carbocation intermediate.Reactivity depends on the stability of the carbocation formed.$(1)$ $F-CH_2-CH_2-CH^+-CH_3$: The carbocation is secondary and destabilized by the inductive effect $(-I)$ of the $F$ atom at the $\gamma$-position.$(2)$ $F-CH_2-CH_2-CH_2-CH^+-CH_3$: The carbocation is secondary and destabilized by the $-I$ effect of the $F$ atom,but the effect is weaker than in $(1)$ because the $F$ atom is further away.$(3)$ $CH_3-CH^+-CH_3$: This is a secondary carbocation with no electron-withdrawing groups,making it more stable than $(1)$ and $(2)$.$(4)$ $Ph-CH_2-CH_2^+$: This is a primary carbocation,but it is stabilized by the resonance effect of the phenyl group,making it the most reactive among these.Thus,the order of reactivity is $4 > 3 > 2 > 1$.

The order of reactivity of the following alcohols toward $HCl$ is:
$(1)$ $F-CH_2-CH_2-CH(OH)-CH_3$
$(2)$ $F-CH_2-CH_2-CH_2-CH(OH)-CH_3$
$(3)$ $CH_3-CH(OH)-CH_3$
$(4)$ $Ph-CH_2-CH_2-OH$

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The order of reactivity of the following alcohols toward $HCl$ is:$(1)$ $F-CH_2-CH_2-CH(OH)-CH_3$$(2)$ $F-CH_2-CH_2-CH_2-CH(OH)-CH_3$$(3)$ $CH_3-CH(OH)-CH_3$$(4)$ $Ph-CH_2-CH_2-OH$