A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light. Concept introduction: When diazomethane is irradiated with light, the C − N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

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Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

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Answer 2

Question

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

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Answer 3

Question

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

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Answer 4

Question

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

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Answer 5

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

Answer 6

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

Answer 7

Chapter 12, Problem 12.58P

Interpretation Introduction

Interpretation:

A mechanism is to be proposed for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated with light.

Concept introduction:

When diazomethane is irradiated with light, the C−N bond undergoes heterolysis to produce carbene and a very stable nitrogen molecule. The carbene is a species with a lone pair on the carbon and an incomplete octet. This means it behaves as both an electrophile and a nucleophile. As a result, it can add across a double bond, usually forming a cyclopropyl ring. The three-membered ring is highly strained and can undergo ring expansion.

Answer 8

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Answer 11

Ch. 12 - Prob. 12.1P Ch. 12 - Prob. 12.2P Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Prob. 12.7P Ch. 12 - Prob. 12.8P Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author proposes a mechanism for the formation of cyclohepta-1, 3, 5-triene when benzene is treated with diazomethane and irradiated

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