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Hexahelicene seems a poor candidate for optical activity

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 47SP Chapter 16

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 47SP

Hexahelicene seems a poor candidate for optical activity because all its carbon atoms are sp2

hybrids and presumably flat. Nevertheless, hexahelicene has been synthesized and

separated into enantiomers. Its optical rotation is enormous:[α]D = 3700o.Explain why

hexahelicene is optically active, and speculate as to why the rotation is so large.

Step-by-Step Solution:
Step 1 of 3

Solution 47SP

This hexahelicene molecule composed of six benzene rings connected as if to a central hexagon, but the first and last added rings are not joined together. Since this shape in order to increase the distance between the first and last rings. This helicity results in optical isomers, one with a left handed helix and the other with right handed helix. Hexahelicene can be resolved into its stereoisomers.

Step 2 of 3

Chapter 16, Problem 47SP is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

Since the solution to 47SP from 16 chapter was answered, more than 355 students have viewed the full step-by-step answer. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The answer to “Hexahelicene seems a poor candidate for optical activity because all its carbon atoms are sp2hybrids and presumably flat. Nevertheless, hexahelicene has been synthesized andseparated into enantiomers. Its optical rotation is enormous:[?]D = 3700o.Explain whyhexahelicene is optically active, and speculate as to why the rotation is so large.” is broken down into a number of easy to follow steps, and 47 words. This full solution covers the following key subjects: hexahelicene, optical, Rotation, its, active. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The full step-by-step solution to problem: 47SP from chapter: 16 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM.

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Hexahelicene seems a poor candidate for optical activity

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