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Question: Draw a graph, similar to Figure 3-9, of the torsional strain of 2-methylpropane as it rotates about the bond between and . Show the dihedral angle and draw a Newman projection for each staggered and eclipsed conformation.

Short Answer

Expert verified

Newman projections are often used in drawing conformations. In Newman projection, one is viewing the C-C bond end on along the axis of connection. The front carbon is represented by the intersection of bonds from it, while the rear carbon appears as a circle.

Step by step solution

01

Step-by-Step solutionStep 1: Newman projection

Newman projections are often used in drawing conformations. In Newman projection, one is viewing the C-C bond end on along the axis of connection. The front carbon is represented by the intersection of bonds from it, while the rear carbon appears as a circle.

02

Staggered and eclipsed conformation

Dihedral angle(θ) gives the identity of any conformation. It may be defined as the angle between C-Hbonds on the front carbon atom and C-H the bonds on the back carbon atom in the Newman projection. Eclipsed conformation has a dihedral angle,θ = 00 and the staggered conformation has a dihedral angle, θ = 600

03

Torsional strain

The potential energy of a molecule increases when it rotates toward an eclipsed conformation, and also there is a resistance to the rotation. The resistance to twisting (torsion) is known as torsional strain.

04

Graph showing torsional strainOF  2-methylpropane as it rotates about the bond between C1 and c2 .

eclipsed staggered eclipsed

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