(a) Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified. Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Question

Draw the product formed when (CH3CH2)3N:, a Lewis base, reacts with each Lewis acid: (a) B(CH3)3; (b) (CH3)3C+; (c) AlCl3.

Answer 1

Question

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

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Draw the product formed when (CH3CH2)3N:, a Lewis base, reacts with each Lewis acid: (a) B(CH3)3; (b) (CH3)3C+; (c) AlCl3.

Using the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.

The presence of a pi bond also makes a compound a base. With this in mind, draw the conjugate acid of ethylene, CH2=CH2.

Answer 2

Question

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

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Answer 3

Question

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

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Answer 4

Question

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

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Answer 5

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 6

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 7

Chapter 16.6, Problem 14P

Interpretation Introduction

(a)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 8

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 9

Interpretation Introduction

(b)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 10

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 11

Interpretation Introduction

(c)

Interpretation: Whether the given substituent exhibits an electron-withdrawing or an electron-donating inductive effect is to be identified.

Concept introduction: The atoms which are more electronegative than carbon pull charge density away from carbon and exhibit an electron-withdrawing inductive effect. Alkyl groups donate electron density, thus exhibit an electron donation inductive effect.

Answer 12

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Answer 23

Ch. 16.1 - Prob. 1P Ch. 16.2 - Prob. 2P Ch. 16.3 - Prob. 3P Ch. 16.4 - Prob. 4P Ch. 16.5 - Prob. 5P Ch. 16.5 - Prob. 6P Ch. 16.5 - Prob. 9P Ch. 16.5 - Problem 18.9 Draw the product of each reaction a....Ch. 16.5 - Prob. 11P Ch. 16.5 - Prob. 12P

Solution Summary: The author analyzes whether a given substituent exhibits an electron-withdrawing or donating inductive effect. The atoms which are more electronegative than carbon pull charge density away from carbon.

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Chapter 16 Solutions