Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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1,1'-Bi-2-naphthol is a chiral compound, and its enantiomers can be separated from each
other. The enantiomer shown here has a specific rotation of -32.70° in tetrahydrofuran. (Notice
that the two fused-ring systems are not in the same plane. In the top ring system, the left side
is in front of the plane of the page, whereas in the bottom ring system, the right side is in
front.)
"OH
OH
1,1'-Bi-2-naphthol
(a) How many chiral centers does 1,1'-bi-2-naphthol have?
(b) Draw the enantiomer of the molecule shown. What is its specific rotation?
(c) Aside from being mirror images of each other, how else are the two enantiomers related?
Why do you think they do not readily interconvert? Hint: It may help to construct a
molecular model.
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Transcribed Image Text:1,1'-Bi-2-naphthol is a chiral compound, and its enantiomers can be separated from each other. The enantiomer shown here has a specific rotation of -32.70° in tetrahydrofuran. (Notice that the two fused-ring systems are not in the same plane. In the top ring system, the left side is in front of the plane of the page, whereas in the bottom ring system, the right side is in front.) "OH OH 1,1'-Bi-2-naphthol (a) How many chiral centers does 1,1'-bi-2-naphthol have? (b) Draw the enantiomer of the molecule shown. What is its specific rotation? (c) Aside from being mirror images of each other, how else are the two enantiomers related? Why do you think they do not readily interconvert? Hint: It may help to construct a molecular model.
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