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Alcohols, Phenols and Ethers

conceptmedium~40 min study8 MCQ

Alcohols and phenols contain a hydroxyl group attached to sp3 carbon and an aromatic ring respectively, while ethers have an oxygen between two carbon groups.

What is Alcohols, Phenols and Ethers?

Alcohols and phenols contain a hydroxyl group attached to sp3 carbon and an aromatic ring respectively, while ethers have an oxygen between two carbon groups.

Key formula / rule: Phenols are acidic enough to react with sodium hydroxide; alcohols are not.

Key points

  • Compare the acidity of alcohols and phenols with reasons.
  • Apply reaction tests to distinguish alcohols, phenols and ethers.

Common exam trap

Treating phenol as a simple aromatic alcohol of similar acidity.

Definitions

Term

Alcohols, Phenols and Ethers

Meaning

Alcohols and phenols contain a hydroxyl group attached to sp3 carbon and an aromatic ring respectively, while ethers have an oxygen between two carbon groups.

Term

Alcohols, Phenols and Ethers — explanation

Meaning

Phenols are markedly more acidic than alcohols because the phenoxide ion is resonance stabilised. Hydrogen bonding explains the high boiling points of both compared with ethers.

Learning objectives

  • Compare the acidity of alcohols and phenols with reasons.

  • Apply reaction tests to distinguish alcohols, phenols and ethers.

Formulae

Key point

Phenols are acidic enough to react with sodium hydroxide; alcohols are not.

Key point

Hydrogen bonding raises boiling points relative to ethers of similar mass.

Key point

Ethers are relatively inert but cleave with concentrated hydrogen halides.

Prerequisites

  • CHE-U4-HC-T1-S2-C1

Common mistakes

  • Treating phenol as a simple aromatic alcohol of similar acidity.

  • Expecting ethers to undergo the same substitution reactions as alcohols.

Keywords

  • Alcohols

  • Phenols

  • Ethers

Practice preview

  • Which of the following statements correctly describes the acidity of phenols?

    easy

  • What is the IUPAC name for CH3OCH2CH3?

    easy

  • The major product formed when ethanol is heated with concentrated H2SO4 at 443 K is:

    medium