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Animated Solution for Chemistry - Hydrocarbons: In the following skew conformation of ethane, dihedral angle is

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Visualized Solution

  • Identify the positions of and in the Newman projection.
  • is on the back carbon.
  • is on the front carbon.

  • The dihedral angle is the total angle between the bond and the bond when projected onto the 2D plane.

  • (Given)
  • (Angle between bonds on the same carbon)

  • Consider how the dihedral angle changes as the back carbon rotates to form fully eclipsed () or fully staggered () conformations.

The Sigma Insight: Alkanes

Solution Diagram

Visualizing the Skew Conformation

When we look at a Newman projection, we are staring directly down the carbon-carbon bond axis. The front carbon is represented by a central dot, and the back carbon is represented by a large circle. In this specific problem, we are given a skew conformation of ethane, which is an intermediate state between the fully eclipsed and fully staggered forms.
Our primary objective is to find the dihedral angle between two specific hydrogen atoms: and . By carefully observing the diagram, we can identify that is attached to the back carbon, while is attached to the front carbon. The dihedral angle is simply the angle between these two bonds when projected onto the 2D plane of the paper.

Breaking Down the Angles

To find the total dihedral angle , we can break the angular distance into two manageable segments using the top front hydrogen (let's call it ) as our reference point.
First, the problem explicitly gives us the angle between the back and the front . This offset is exactly .
Second, we need the angle between and . Since both of these hydrogen atoms are attached to the same front carbon, their bonds are separated by perfect tetrahedral geometry projected onto a 2D plane. This means the angle between any two adjacent bonds on the same carbon in a Newman projection is always exactly .

The Final Calculation

Now, we simply add these two segments together to find the total angular distance from to :
Substituting our known values:
This elegant geometric breakdown leads us directly to the correct answer. Understanding how to navigate the fixed intervals of a Newman projection is a powerful tool for solving complex conformational analysis problems in organic chemistry.

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