
Concept explainers
Interpretation:
Three staggered conformations of ethylene glycol have to be compared. Anti-conformation of ethylene glycol is not the lowest energy conformation and other two staggered conformations are actually lower in energy than the anti-conformation, the reason has to be explained.
Concept Introduction:
Conformations: Rotation about C-C single bonds allows a compound to adopt a variety of possible three-dimensional shapes.
Newman projections: The new conformations of compounds can be drawn and analyzed by Newman projections. A Newman projection visualizes different conformations of Carbon-carbon
The angle between two hydrogens of a Newman projection is called as dihedral angle or torsional angle. This dihedral angle changes as the C-C bond rotates. Two conformations with special attentions are staggered and eclipsed conformation. Staggered conformation is the lowest in energy and the eclipsed conformation is the highest in energy.
For example,
Anti-conformation: The conformation with a dihedral angle of
The two methyl groups achieve maximum separation from each other. In other, methyl groups are closer to each other; their electron clouds are repelling each other, causing an increase in energy. This unfavorable interaction is called gauche interaction.

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Chapter 4 Solutions
Organic Chemistry Third Edition + Electronic Solutions Manual And Study Guide
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