Why C-N bond of peptide bond can t rotate freely-00200
This subjective question is related to the book/course
vu cs101 Introduction to Computing.
It can also be found in
vu cs101 Mid Term Solved Past Paper No. 1.
Question 1: Why C-N bond of peptide bond can't rotate freely
Answer:
The stability of the peptide bond is due to the resonance of amides. With resonance, the nitrogen is able to donate its lone pair of electrons to the carbonyl carbon and push electrons from the carbonyl double bond towards the oxygen, forming the oxygen anion. This resonance effect is very stabilizing because the electrons can be delocalized over multiple atoms, with one especially stable resonance structure containing the highly electronegative oxygen as an anion. The double bond character of the C-N bond results in a relatively short bond The double bond resonance form of the peptide bond helps to increase stability and decrease rotation about that bond. The partial double bond character is either strengthened or weakened depending upon the environment that it is in.
