Which of the following is the correct decreas | vedclass

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(A) The rate of acid-catalyzed esterification of alcohols depends on the steric hindrance around the hydroxyl group. As the degree of branching at the

Vedclass · Accepted Answer

$CH_3(CH_2)_2OH > CH_3CH_2CH(OH)CH_3 > (CH_3)_3C-OH$

Vedclass · Answer

(A) The rate of acid-catalyzed esterification of alcohols depends on the steric hindrance around the hydroxyl group. As the degree of branching at the carbon atom attached to the $-OH$ group increases,the steric hindrance increases,which makes the attack of the carboxylic acid on the alcohol more difficult. Therefore,the reactivity order is: Primary $(1^{\circ})$ > Secondary $(2^{\circ})$ > Tertiary $(3^{\circ})$. In the given options: $CH_3(CH_2)_2OH$ is a primary alcohol $(1^{\circ})$,$CH_3CH_2CH(OH)CH_3$ is a secondary alcohol $(2^{\circ})$,$(CH_3)_3C-OH$ is a tertiary alcohol $(3^{\circ})$. Thus,the correct decreasing order is $CH_3(CH_2)_2OH > CH_3CH_2CH(OH)CH_3 > (CH_3)_3C-OH$.

Which of the following is the correct decreasing order of reactivity for acid-catalyzed esterification of alcohols?

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