Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
bartleby

Concept explainers

Question
Book Icon
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.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Draw as many resonance structures as you can for the following species
Draw all possible resonance structures for the species below
What Are the Important resonance structures of the following:

Chapter 2 Solutions

Organic Chemistry

Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - Prob. 12PCh. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Prob. 14PCh. 2.9 - Prob. 15PCh. 2.9 - Prob. 16PCh. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Prob. 18PCh. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Prob. 20VCCh. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Prob. 26MPCh. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Prob. 28APCh. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Prob. 31APCh. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Prob. 33APCh. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Prob. 38APCh. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - Prob. 47APCh. 2.SE - Prob. 48APCh. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Prob. 52APCh. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Prob. 64APCh. 2.SE - Prob. 65APCh. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Text book image
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning