(a) Interpretation: Mechanism leading to the major organic product(s) for the given reaction is to be drawn. Concept introduction: In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile ( C-Nu ) . In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place. In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen. If benzyne intermediate is symmetrical then only one product is formed.

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Answer 1

Question

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

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Answer 2

Question

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

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Answer 3

Question

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

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Answer 4

Question

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

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Answer 5

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Answer 6

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Answer 7

Chapter 23, Problem 23.77P

Interpretation Introduction

(a)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is symmetrical then only one product is formed.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Answer 10

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Answer 11

Interpretation Introduction

(c)

Interpretation:

Mechanism leading to the major organic product(s) for the given reaction is to be drawn.

Concept introduction:

In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile (C-Nu).

In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.

In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.

If benzyne intermediate is not symmetrical then more than one product is formed.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 23 - Prob. 23.1P Ch. 23 - Prob. 23.2P Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Prob. 23.5P Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

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Chapter 23 Solutions