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

Solution for problem 37SP Chapter 5

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 37SP

If you think you know your definitions, try this difficult problem.

(a) Draw all the stereoisomers of 2,3,4-tribromopentane. (Using Fischer projections may be helpful.) You should find two meso structures and one pair of enantiomers.

(b) Star (*) the asymmetric carbon atoms, and label each as (R) or (S).

(c) In the meso structures, show how C3 is not asymmetric, nor is it a chirality center, yet it is a stereocenter.

(d) In the enantiomers, show how C3 is not a stereocenter in this diastereomer.

Step-by-Step Solution:

Solution 37SP:

Here, we are going to draw all the stereoisomers of 2,3,4-tribromopentane.

Step 1: (a)

The stereoisomers of 2,3,4-tribromopentane is as follows

Step 2:

Meso isomers are defined as that they  are achiral structure which  has multiple chiral centers. The mirror image is superimposed on each other and is optically inactive.

In the 2,3,4-tribromopentane, the two meso structures are as follows.

Stereoisomers A and B are in Meso form whereas Stereoisomers C and D are enantiomers.

Step 2: (b)

The asymmetric carbon atom is marked with * and label as R and S.

Step 3 of 4

Chapter 5, Problem 37SP is Solved
Step 4 of 4

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

This full solution covers the following key subjects: asymmetric, tribromopentane, structures, stereocenter, show. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Since the solution to 37SP from 5 chapter was answered, more than 1009 students have viewed the full step-by-step answer. The answer to “If you think you know your definitions, try this difficult problem.(a) Draw all the stereoisomers of 2,3,4-tribromopentane. (Using Fischer projections may be helpful.) You should find two meso structures and one pair of enantiomers.(b) Star (*) the asymmetric carbon atoms, and label each as (R) or (S).(c) In the meso structures, show how C3 is not asymmetric, nor is it a chirality center, yet it is a stereocenter.(d) In the enantiomers, show how C3 is not a stereocenter in this diastereomer.” is broken down into a number of easy to follow steps, and 81 words. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. The full step-by-step solution to problem: 37SP from chapter: 5 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM.

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