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In the figure below, the plane drawn behind the peptide bond indicates the:

1. absence of rotation around \( C-N \) bond because of its partial-double bond character
2. plane of rotation around the \( C-N \) bond
3. region of steric hindrance determined by the large \( C=O \) group
4. none of the above

Correct answer: absence of rotation around \( C-N \) bond because of its partial-double bond character

Solution

The peptide bond has resonance between the carbonyl and amide nitrogen, giving the C–N bond partial double-bond character. That makes the bond planar and prevents free rotation, which is what the figure is indicating.

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