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Chemistry / Organic Chemistry 9 / Chapter 5 / Problem PROBLEM 5-5

Organic Chemistry | 9th Edition | ISBN: 9780321971371 | Authors: Leroy G. Wade, Jan W. Simek

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For each compound, determine whether the molecule has an internal mirror plane of

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QUESTION:

For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether the structure is chiral.

(a) methane

(b) cis-1,2-dibromocyclobutane

(c) trans-1,2-dibromocyclobutane

(d) 1,2-dichloropropane

(e)

(f)

(g)

(h)

Questions & Answers

QUESTION:

For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether the structure is chiral.

(a) methane

(b) cis-1,2-dibromocyclobutane

(c) trans-1,2-dibromocyclobutane

(d) 1,2-dichloropropane

(e)

(f)

(g)

(h)

ANSWER:

Step 1 of 9

An achiral compound can be superimposed on its mirror image. They have a plane of symmetry. A chiral compound doesn’t exhibit a plane of symmetry.

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