Arrange the following alcohols in the decreas | vedclass

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(C) The rate of dehydration of alcohols via the $S_{N}1$ mechanism depends on the stability of the carbocation intermediate formed after the loss of w

Vedclass · Accepted Answer

$d > c > b > a$

Vedclass · Answer

(C) The rate of dehydration of alcohols via the $S_{N}1$ mechanism depends on the stability of the carbocation intermediate formed after the loss of water. $(a)$ Cyclohexanol forms a secondary $(2^{\circ})$ carbocation. $(b)$ Cyclohex$-2-$en$-1-$ol forms a resonance-stabilized allylic carbocation. $(c)$ Benzyl alcohol forms a highly stable resonance-stabilized benzylic carbocation. $(d)$ Cyclohexa$-2,5-$dien$-1-$ol forms a highly stable resonance-stabilized carbocation due to conjugation with two double bonds. Comparing the stability: The carbocation from $(d)$ is most stable due to extended conjugation,followed by $(c)$ (benzylic),then $(b)$ (allylic),and $(a)$ (secondary alkyl) is the least stable. Therefore,the order of dehydration rate is $d > c > b > a$.

Arrange the following alcohols in the decreasing order of their rate of dehydration via the $S_{N}1$ mechanism:

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