Organic Chemistry Practice Problems Barrier To Rotation Practice Problems Solution: What is the total strain energy (in kcal/mol) of t...

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Solution: What is the total strain energy (in kcal/mol) of the least stable (highest energy) conformation possible for 2-methylbutane? All of the choices below are expressed in units of kcal/mol. A. 0          B. 0.9          C. 1.8           D. 2.7         E. 3.4F. 4.4        G. 4.6         H. 5.8           I. 7.2           J. None of these

Problem

What is the total strain energy (in kcal/mol) of the least stable (highest energy) conformation possible for 2-methylbutane? All of the choices below are expressed in units of kcal/mol.

 

A. 0          B. 0.9          C. 1.8           D. 2.7         E. 3.4

F. 4.4        G. 4.6         H. 5.8           I. 7.2           J. None of these

Solution

We’re being asked to calculate the total strain energy (in kcal/mol) for the least stable conformation of 2-methylbutane.


Recall that strain energy is the energy a compound needs to overcome to change from one conformation to the other. It is the sum of the steric interactions present in a Newman projection.


For this problem, we need to do the following steps:

Step 1: Draw the Newman projection for the given structure.

Step 2: Identify the steric interactions and calculate the total strain energy.


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