(a) When certain large groups occupy three or four of the ortho positions (e.g., 2, 6, 2', 6'), the substituted biphenyl may exist in enantiomeric forms. An example of a biphenyl that exists in enantiomeric forms is the compound in which the following substituents are present: 2-NO2, 6-CO2H, 2'-NO2, 6'-CO₂H. What factors account for this? The molecule will have multiple chirality centers. The substituents will form strong hydrogen bonds that will flatten the molecules. The molecule will have no chirality centers, though the molecule as a whole will be chiral. The rings are prevented from becoming coplanar by large ortho substituents. ✓Lack of rotation about the single bond connecting the rings.
(a) When certain large groups occupy three or four of the ortho positions (e.g., 2, 6, 2', 6'), the substituted biphenyl may exist in enantiomeric forms. An example of a biphenyl that exists in enantiomeric forms is the compound in which the following substituents are present: 2-NO2, 6-CO2H, 2'-NO2, 6'-CO₂H. What factors account for this? The molecule will have multiple chirality centers. The substituents will form strong hydrogen bonds that will flatten the molecules. The molecule will have no chirality centers, though the molecule as a whole will be chiral. The rings are prevented from becoming coplanar by large ortho substituents. ✓Lack of rotation about the single bond connecting the rings.
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Transcribed Image Text:(a) When certain large groups occupy three or four of the ortho positions (e.g., 2, 6, 2', 6'), the substituted biphenyl may exist in
enantiomeric forms. An example of a biphenyl that exists in enantiomeric forms is the compound in which the following
substituents are present: 2-NO2, 6-CO₂H, 2'-NO2, 6'-CO₂H. What factors account for this?
The molecule will have multiple chirality centers.
The substituents will form strong hydrogen bonds that will flatten the molecules.
The molecule will have no chirality centers, though the molecule as a whole will be chiral.
The rings are prevented from becoming coplanar by large ortho substituents.
Lack of rotation about the single bond connecting the rings.
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