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A Levels Chemistry (9701)•9701/13/M/J/19
Question 40 from 9701/13/M/J/19

Explanation

IR spectrum identifies a saturated ketone

Steps:

  • Calculate degree of unsaturation for C4H8O: (2×4 + 2 - 8)/2 = 1, matching a carbonyl group.
  • Strong peak at 1720 cm⁻¹ indicates C=O stretch typical of ketones or aldehydes.
  • No strong peak above 3000 cm⁻¹ rules out O-H stretch from alcohols or carboxylic acids.
  • Strong peak at 1200 cm⁻¹ aligns with fingerprint vibrations in saturated ketones, excluding conjugated systems.

Why B is correct:

  • B is butan-2-one (CH₃COCH₂CH₃), whose ketone C=O absorbs near 1715 cm⁻¹ per IR correlation tables, fitting all data with one unsaturation and no O-H.

Why the others are wrong:

  • A (alcohol like butenol) shows broad O-H above 3000 cm⁻¹.
  • C (aldehyde like butanal) exhibits characteristic aldehydic C-H stretches at 2700-2800 cm⁻¹.
  • D (ether like methoxypropene) lacks C=O absorption at 1720 cm⁻¹.

Final answer: B

Topic: Carbonyl compounds

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