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.