Moderate

Which of the following ethers form peroxide rapidly?

Correct answer: C. iPr-O-iPr

  • A. Me-O-Me
  • B. Et-O-Et
  • C. iPr-O-iPr
  • D. tBu-O-tBu

Explanation

Ethers form peroxides via a free radical mechanism at the α-carbon (the carbon next to the ether oxygen). The stability of the intermediate radical determines the rate of formation. Diisopropyl ether (iPr-O-iPr) has two secondary α-carbons, which form more stable secondary radicals, leading to rapid peroxide formation.

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About Alcohols and Phenols

Alcohols are classified as primary, secondary or tertiary and studied through their hydrogen bonding, acidity, oxidation and reactions with active metals, acids and halogenating agents. Phenols require separate treatment because the hydroxyl group is attached to an aromatic ring, making their acidity and electrophilic substitution different from ordinary alcohols.

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