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Discussion

A broad absorption between about 3200 and 3600 reciprocal centimetres indicates a

  • A.carbonyl group in an ester
  • B.carbon-carbon triple bond
  • C.nitro group on an aromatic ring
  • D.hydrogen-bonded hydroxyl group

Answer: D

Correct answer: hydrogen-bonded hydroxyl group

The O-H stretch appears in this region, and hydrogen bonding is what makes it broad: each molecule experiences a slightly different bonding environment, so the absorption is smeared over hundreds of reciprocal centimetres. A free hydroxyl in dilute solution gives a sharp band near 3600 instead, and the contrast between the two is a useful test for association.

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