In most amines, the nitrogen atom is hybridized, with a pyramidal structure and bond

Chapter 0, Problem 2-29

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In most amines, the nitrogen atom is hybridized, with a pyramidal structure and bond angles close to 109. In urea, both nitrogen atoms are found to be planar, with bond angles close to 120. Explain this surprising finding. (Hint: Consider resonance forms and the overlap needed in them.)

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