(a) Interpretation: All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included. Concept introduction: Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Question

Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation Check CF3 (Choose one) OH (Choose one) H (Choose one) (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy

Answer 1

Question

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

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Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation Check CF3 (Choose one) OH (Choose one) H (Choose one) (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy

Identifying electron-donating and electron-withdrawing effects For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects Resonance Effects Overall Electron-Density CF3 O donating O donating O electron-rich O withdrawing withdrawing O no inductive effects O no resonance effects O electron-deficient O similar to benzene OCH3 Explanation Check O donating O donating ○ withdrawing withdrawing O no inductive effects no resonance effects electron-rich electron-deficient O similar to benzene Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center

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Answer 2

Question

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

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Answer 3

Question

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

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Answer 4

Question

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

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Answer 5

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 6

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 7

Chapter 1, Problem 1.53P

Interpretation Introduction

(a)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 8

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 9

Interpretation Introduction

(b)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 10

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 11

Interpretation Introduction

(c)

Interpretation:

All resonance contributors for the given ion are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 12

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 13

Interpretation Introduction

(d)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 14

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 15

Interpretation Introduction

(e)

Interpretation:

All resonance contributors for the given molecule are to be drawn. The curved arrows that indicate which pairs of electrons are shifted in going from one resonance structure to the next are to be included.

Concept introduction:

Resonance exists in molecules or ions for which there are two or more valid Lewis structures. For such molecules or ions, each valid Lewis structure is called a resonance contributor. Resonance contributors differ only in the position of their valence electrons, not their atoms.

Answer 16

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Answer 27

Ch. 1 - Prob. 1.1P Ch. 1 - Prob. 1.2P Ch. 1 - Prob. 1.3P Ch. 1 - Prob. 1.4P Ch. 1 - Prob. 1.5P Ch. 1 - Prob. 1.6P Ch. 1 - Prob. 1.7P Ch. 1 - Prob. 1.8P Ch. 1 - Prob. 1.9P Ch. 1 - Prob. 1.10P

Solution Summary: The author explains that resonance exists in molecules or ions for which there are two or more valid Lewis structures.

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