4. Alkanes and Cycloalkanes
Barrier To Rotation
4PRACTICE PROBLEM
Even though free rotation is generally observed around most σ bonds, the C–N bond in an amide demonstrates restricted rotation, as depicted below. Which of the following factors primarily accounts for this behavior?
![](https://lightcat-files.s3.amazonaws.com/problem_images/406cd9f4c52223d6-1684854591200.jpg)
Even though free rotation is generally observed around most σ bonds, the C–N bond in an amide demonstrates restricted rotation, as depicted below. Which of the following factors primarily accounts for this behavior?