Question

9. Arrange the following alcohols according to
decreasing order of reactivity in dehydration
reaction
(1) CH3-CH(OH)-CH2-NO2

(II) CH3 -CH(OH)-CH2-CHO

(III) CH3-CH(OH)-CH2-CN

(IV) CH3-CH(OH)-CH2-CO-CH3

(1)1> ||| > || > IV
(3) III > | > || > IV
(2) | > || > III > IV
(4) IV> ||| > | > 1​

Answer 1

IV > III > II > I

The reactivity towards dehydration reaction will increase along with stability of carbocation formed as intermediate. Thus, groups show "+I" effect will make their compound stable

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Answer 2

Answer:

4) IV > III > II > I is the correct answer. The reactivity of the dehydration reaction will increase, as will the stability of the intermediate carbocation. As a result, groups that exhibit the "+I" effect will stabilise their compound.

Explanation:

Order of reactivity of alcohols towards dehydration:

• Reactivity of alcohol towards dehydration is increased by the stability of the carbocation formed subsequently.
• Order of carbocation stability is : tertiary > secondary > primary.

• Also presence of +I groups like CH3 increases the stability.
• The formation of alkene depends on the stability of the intermediate carbonium ions formed during the dehydration reaction.
• Because the stability of the intermediate carbonium ion is Tertiary > Secondary > Primary, the ease with which alcohols can be dehydrated follows the same order.

∴ Order of reactivity of alcohols towards dehydration is (4) IV> ||| > | > 1​.