Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 2.SE, Problem 38AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  1

Interpretation:

To draw the maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  2

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To draw:

The maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  3

Expert Solution
Check Mark

Answer to Problem 38AP

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  4 is two.

Explanation of Solution

Resonance forms differ only in the placement of their π and their nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. The anion has a carbon atom doubly bonded to an oxygen and singly bonded to an adjacent carbon atom bearing negative charge. Using the nonbonding electrons on the negatively charged carbon atom and the π bond one more structure can be drawn, as shown, without change in position or hybridization of any atom. Hence the species given has two resonance forms.

Conclusion

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  5 are two.

Interpretation Introduction

b)

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  6

Interpretation:

To draw the maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  7

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To draw:

The maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  8

Expert Solution
Check Mark

Answer to Problem 38AP

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  9 is three.

Explanation of Solution

Resonance forms differ only in the placement of their π and their nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. The anion given has a carbon atom doubly bonded to another carbon and singly bonded to an adjacent carbon atom bearing negative charge. Another double bond also is present. Using the nonbonding electrons on the negatively charged carbon atom and the π bonds two more structures can be drawn as shown, without change in position or hybridization of any atom. Hence the species given has three resonance forms.

Conclusion:

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  10 are three.

Conclusion

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  11 are three.

Interpretation Introduction

c)

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  12

Interpretation:

To draw the maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  13

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To draw:

The maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  14

Expert Solution
Check Mark

Answer to Problem 38AP

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  15 is three.

Explanation of Solution

Resonance forms differ only in the placement of their π and their nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. The cation given has a carbon doubly bonded to positively charged nitrogen and singly bonded to two more nitrogens each with a pair of nonbonding electrons. Using the nonbonding electrons on the nitrogens and the π bond in C=N, two more structures, as shown, can be drawn without change in position or hybridization of any atom. Hence the species given has three resonance forms.

Conclusion

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  16 are three.

Interpretation Introduction

d)

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  17

Interpretation:

To draw the maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  18

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To draw:

The maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  19

Expert Solution
Check Mark

Answer to Problem 38AP

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  20 is two

Explanation of Solution

Resonance forms differ only in the placement of their π and their nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. The cation given has a carbon atom singly bonded to a sulfur atom which has two lone pairs of electrons. Using the nonbonding electrons on the sulfur atom one more structure can be drawn, as shown, without change in position or hybridization of any atom. Hence the species given has two resonance forms.

Conclusion

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  21 are two.

Interpretation Introduction

e)

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  22

Interpretation:

To draw the maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  23

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To draw:

The maximum resonance structures possible for the species

Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  24

Expert Solution
Check Mark

Answer to Problem 38AP

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  25 is three.

Explanation of Solution

Resonance forms differ only in the placement of their π and their nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. In the cation given, the positively charged carbon is attached a carbon chain that contains two conjugated double bonds. Using the two π bonds two more structures can be drawn, as shown, without change in position or hybridization of any atom. Hence the species given has three resonance forms.

Conclusion

The maximum resonance structures possible for the species Organic Chemistry, Chapter 2.SE, Problem 38AP , additional homework tip  26 are three.

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Chapter 2 Solutions

Organic Chemistry

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