The C-N distance in an amide bond is approximately 1.32 Å. A typical C-N single bond is 1.45 Å, while a typical C=N double bond is 1.25 Å. Explain this observation and describe how the bonding in amides restricts the conformations amides can adopt.

Organic Chemistry
8th Edition
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Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter1: Covalent Bonding And Shapes Of Molecules
Section: Chapter Questions
Problem 1.44P: What is the meaning of the term tertiary (3) when it is used to classify amines? Draw a structural...
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The C-N distance in an amide bond is approximately 1.32 Å. A typical C-N single bond is 1.45
Å, while a typical C=N double bond is 1.25 Å. Explain this observation and describe how the
bonding in amides restricts the conformations amides can adopt. 

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