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Draw three-dimensional representations of the following

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

Solution for problem 15P 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 15P

Draw three-dimensional representations of the following compounds. Which have asymmetric carbon atoms? Which have no asymmetric carbons but are chiral anyway? Use your models for parts (a) through (d) and any others that seem unclear.

(a) 1,3-dichloropropadiene (b) 1-chlorobuta-1,2-diene

(c) 1-chloro-3-methylbuta-1,2-diene (d) 1-chlorobuta-1,3-diene

Step-by-Step Solution:
Step 1 of 3

Step-1

(a) 1,3-dichloropropadiene

There is no asymmetric C atoms in this given molecule but it has chiral C atom.

Three dimensional picture of  1,3-dichloropropadiene is given below,

In this 3D structure it has been found that, there is no plane of symmetry because all the molecules are present in different planes.

Step-2

(b) 1-chlorobuta-1,2-diene

There is no asymmetric C atoms but the molecule is chiral.

Step-3

(c) 1-chloro-3-methylbuta-1,2-diene

It is a planar molecule , thus there is no asymmetric C atom.

Step-4

(d) 1-chlorobuta-1,3-diene

There...

Step 2 of 3

Chapter 5, Problem 15P is Solved
Step 3 of 3

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

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Draw three-dimensional representations of the following

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