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The correct increasing order of average bond length for C=C, N=O, C-C, N-O is

  • A.\(\mathrm{C{=}C \lt N{=}O \lt C{-}C \lt N{-}O}\)
  • B.\(\mathrm{N{-}O \lt N{=}O \lt C{-}C \lt C{=}C}\)
  • C.\(\mathrm{C{=}C \lt C{-}C \lt N{=}O \lt N{-}O}\)
  • D.\(\mathrm{C{-}C \lt N{=}O \lt C{=}C \lt N{-}O}\)
  • E.\(\mathrm{N{=}O \lt C{=}C \lt N{-}O \lt C{-}C}\)

Answer: E

The increasing order is \(\mathrm{N{=}O \lt C{=}C \lt N{-}O \lt C{-}C}\).

Double bonds are shorter than single bonds, and bonds between smaller atoms are shorter. The textbook's average bond lengths are N=O 122 pm, C=C 133 pm, N-O 136 pm and C-C 154 pm.

Both double bonds come before both single bonds, and within each pair the bond involving nitrogen and oxygen, the smaller atoms, is the shorter. The other options put a single bond before a double bond somewhere.

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