a) Interpretation: The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl 3 is/are to be stated. Concept introduction: The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position. To state: The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl 3 .

Question

Provide the major monobromination product for the following reactions

Answer 1

Question

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

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Answer 2

Question

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

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Answer 3

Question

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

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Answer 4

Question

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

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Answer 5

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

Answer 6

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Answer 7

Chapter 16.SE, Problem 54AP

Interpretation Introduction

a)

Interpretation:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl₃.

Answer 8

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Answer 9

Interpretation Introduction

b)

Interpretation:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl₃.

Answer 10

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Answer 11

Interpretation Introduction

c)

Interpretation:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.

To state:

The major product(s) obtainable when benzoic acid is treated with a mixture of HNO₃ and H₂SO₄.

Answer 12

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

Answer 13

Interpretation Introduction

d)

Interpretation:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄ is/are to be stated.

Concept introduction:

The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.

To state:

The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO₃ in H₂SO₄.

Answer 14

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Answer 25

Ch. 16.1 - Prob. 1P Ch. 16.2 - Propose a mechanism for the electrophilic...Ch. 16.2 - How many products might be formed on chlorination...Ch. 16.2 - When benzene is treated with D2SÅª4. deuterium...Ch. 16.3 - Prob. 5P Ch. 16.3 - What is the major monosubstitution product from...Ch. 16.3 - Identify the carboxylic acid chloride that might...Ch. 16.4 - Rank the compounds in each of the following groups...Ch. 16.4 - Predict the major products of the following...Ch. 16.4 - Prob. 10P

Solution Summary: The author states the major products obtained when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl 3.

Chapter 16 Solutions