Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Read the passage carefully and answer the questions based on the passage:

Alcohols are versatile compounds as they can act as both nucleophile and electrophiles. They undergo reactions based on cleavage of O-H and C-O bonds. The cleavage of O-H bond reflects the acidic character of alcohols. However they are weaker acids than water, phenol and carboxylic acids. Alkoxide ion formed by loss of proton from the OH group of alcohols react with water to form the corresponding conjugate acid-base pair. They act as Bronsted base due to presence of unshared electron pairs on oxygen.Both alcohols and phenol react with carboxylic acids, acid chlorides and anhydrides to form esters. The introduction of acetyl group in alcohols or phenol is known as acetylation. Alcohols react with hydrogen halides to form alkyl halides which form the basis of Lucas test. They also undergo acid catalyzed dehydration to form alkenes. Alcohols can be easily oxidized with variety of oxidizing agents. The nature of the product depends on the type of oxidizing agent and the nature of alcohol.

Which of the following gives the correct sequential steps for dehydration of alcohol?

Options:

Formation of carbocation, elimination of a proton, formation of protonated alcohol.

Formation of protonated alcohol, formation of carbocation, elimination of a proton

Elimination of proton, Formation of carbocation, protonation

Loss of water, formation of carbocation, elimination of proton

Correct Answer:

Formation of protonated alcohol, formation of carbocation, elimination of a proton

Explanation:

The correct answer is Option (2) → Formation of protonated alcohol, formation of carbocation, elimination of a proton **

Dehydration of alcohols (especially with conc. H₂SO₄) follows this sequence:

Step 1: Protonation of the alcohol (formation of protonated alcohol)

Alcohol + H⁺ → Protonated alcohol (better leaving group)

Step 2: Loss of water forming a carbocation

Protonated alcohol → Carbocation + H₂O

Step 3: Elimination of a proton to give alkene

Carbocation → Alkene + H⁺