A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed. Concept introduction: In aprotic polar solvents S N 2 reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products. To propose: A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

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Answer 1

Question

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

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Answer 2

Question

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Answer 6

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Answer 7

Chapter 18.SE, Problem 34MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents S_N² reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 18.1 - Name the following ethers:Ch. 18.2 - Why do you suppose only symmetrical ethers are...Ch. 18.2 - How would you prepare the following ethers using a...Ch. 18.2 - Review the mechanism of oxymercuration shown in...Ch. 18.2 - How would you prepare the following ethers? Use...Ch. 18.2 - Prob. 6P Ch. 18.3 - Prob. 7P Ch. 18.3 - Write the mechanism of the acid-induced cleavage...Ch. 18.3 - Why are HI and HBr more effective than HCl in...Ch. 18.4 - What product would you expect from Claisen...

Solution Summary: The author proposes a mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane.

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