Q.Alkenes are formed by heating alcohols with conc. . The first step in the reaction is : (A) formation of carbocation (B) formation of ester (C) protonation of alcohol molecule (D) elimination of water
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Start your 14-day free trial to unlock the full solution →Concentrated acts as a proton donor; the alcohol oxygen (nucleophilic) accepts a proton first, converting into a better leaving group . The answer is (C).
The dehydration of alcohols to alkenes is an acid-catalyzed elimination reaction. Understanding the mechanism requires recognizing what concentrated sulfuric acid does and why the hydroxyl group in an alcohol cannot leave directly.
Alcohols contain a hydroxyl group, , which is a poor leaving group. Hydroxide ion () is a strong base and highly unstable in solution, so breaking a bond directly would be energetically unfavorable. The role of concentrated is to transform this poor leaving group into an excellent one.
Concentrated sulfuric acid is a strong Brønsted acid—it readily donates protons. The oxygen atom in the alcohol, with its two lone pairs, is nucleophilic and basic. The very first interaction between the alcohol and the acid is a simple acid-base reaction: the oxygen accepts a proton.
Step-by-step mechanism:
- Protonation of the alcohol oxygen The lone pair on the oxygen atom of attacks a proton from , forming a protonated alcohol (an oxonium ion):
Now the leaving group is (water), which is neutral and stable—a vastly better leaving group than .
- Formation of carbocation The protonated alcohol loses water to generate a carbocation:
This is the rate-determining step in most cases (especially for secondary and tertiary alcohols). …
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