Question:

Decreasing order of dehydration of the following alcohols is

Updated On: Mar 9, 2025
  • $a>d>b>c$
  • $d > b > c > a$
  • $b > a > d > c$
  • $b>d>c>a$
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The Correct Option is D

Approach Solution - 1

The correct option is (D): b > d > c > a. 

The order of dehydration of alcohols depends on the stability of the carbocation intermediate formed during the reaction. The more stable the carbocation intermediate, the easier it is for the alcohol to undergo dehydration. Therefore, we analyze the structures of the alcohols to determine the stability of the carbocation intermediates:

  • a > d > b > c: This order suggests that alcohol a is the most easily dehydrated, followed by alcohol d, then alcohol b, and finally alcohol c. This implies:
    • Alcohol a: Tertiary
    • Alcohol d: Secondary
    • Alcohol b: Primary
    • Alcohol c: Primary
  • d > b > c > a: This order suggests that alcohol d is the most easily dehydrated, followed by alcohol b, then alcohol c, and finally alcohol a. This implies:
    • Alcohol d: Tertiary
    • Alcohol b: Secondary
    • Alcohol c: Primary
    • Alcohol a: Primary
  • b > a > d > c: This order suggests that alcohol b is the most easily dehydrated, followed by alcohol a, then alcohol d, and finally alcohol c. This implies:
    • Alcohol b: Tertiary
    • Alcohol a: Secondary
    • Alcohol d: Primary
    • Alcohol c: Primary
  • b > d > c > a: This order suggests that alcohol b is the most easily dehydrated, followed by alcohol d, then alcohol c, and finally alcohol a. This implies:
    • Alcohol b: Tertiary
    • Alcohol d: Secondary
    • Alcohol c: Primary
    • Alcohol a: Primary

Summary: Based on the given orders of dehydration, we conclude that alcohol b is the most easily dehydrated in all cases, as it is tertiary. The order of the remaining alcohols varies depending on the specific order given.

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Approach Solution -2

Dehydration of Alcohols and Carbocation Stability: 

The dehydration of alcohols follows the stability of the carbocations formed during the reaction. The stability of the carbocation depends on the degree of substitution:

  • Alcohol b: Forms a tertiary carbocation, which is the most stable due to maximum alkyl group stabilization.
  • Alcohol d: Forms a secondary carbocation, which is moderately stable.
  • Alcohol c: Forms another secondary carbocation, similar to d, but slightly less stable due to fewer substituents.
  • Alcohol a: Forms a primary carbocation, which is the least stable.

Conclusion: The order of dehydration follows the carbocation stability: b > d > c > a.

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Concepts Used:

Alcohols, Phenols, and Ethers

Alcohol is formed when a saturated carbon atom bonds to a hydroxyl (-OH) group. It is an organic compound that contains a hydroxyl functional group attached to a carbon atom.

Phenol is formed when the -OH group replaces the hydrogen atom in benzene. It is an organic compound in which a hydroxyl group directly attaches to an aromatic hydrocarbon.

Ether is formed when oxygen atom bonds to two alkyl or aryl groups. It is an organic compound that has an oxygen atom that is connected to two aryl and alkyl groups.

Read More: Alcohol, Phenol, and Ethers