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Question

Arrange the following alcohols in order of increasing ease of dehydration
CH3CH2OH C6H5CH2OH
I II

Cl3CCH2OH F3CCH2OH
​ III IV


A

II < I < IV < III

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B

IV < III < II < I

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C

IV < III < I < II

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D

II < I < III < IV

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Solution

The correct option is

B

IV < III < I < II

The higher the stability of the carbocation, the more easily it is formed and the more will be the ease of its dehydration.

The stability of carbocation is influenced by both resonance and inductive effects. -I effect reduces the stability of carbocation. While the +I effect increases the stability of carbocation.

The stability of the carbocations of the corresponding alcohol is


F3CCH2OH<Cl3CCH2OH<H3CCH2OH<C6H5CH2OH (Ease of dehydration)


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