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What places the carbon-oxygen double bond band where it is, near 1700?

  • A.Oxygen's lone pairs stiffen the bond considerably
  • B.Carbonyl groups are always conjugated
  • C.The dipole moment change is unusually large
  • D.The double bond is stiff and the atoms are heavy

Answer: D

A carbon-oxygen double bond has a large force constant, which raises the frequency, but both atoms are heavy, which lowers it, and the two effects land the band near 1700. The large dipole change makes the band intense rather than shifting it, which is a separate and equally useful property. That the strongest and most recognisable band in organic infrared owes its position to stiffness and its intensity to polarity is worth keeping distinct. Checking the units of each quantity catches a wrong formula before the arithmetic begins.

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