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Why does an ester show a strong band near 1200 as well as its carbonyl?

  • A.Hydrogen bonding shifts part of the carbonyl band
  • B.The carbon-oxygen single bond stretches there
  • C.The ester's methyl group absorbs at that position
  • D.The carbonyl has a first overtone at that frequency

Answer: B

An ester contains a carbon-oxygen single bond as well as the double, and its stretch gives a strong band between 1100 and 1300. Methyl absorptions lie near 2900 and 1450, an overtone would be far weaker and near 3400, and there is no hydrogen bonding in a simple ester. Looking for the second band that a functional group implies, rather than stopping at the obvious one, is what turns a tentative assignment into a confident one. Checking the units of each quantity catches a wrong formula before the arithmetic begins.

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