A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn. Concept introduction: Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product. The terpene synthesis involves the following steps, Loss of OPP (pyrophosphate group) Nucleophilic attack Deprotonation The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination. To draw : a mechanism for the given transformation.

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Answer 1

Question

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

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Answer 2

Question

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

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Answer 3

Question

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

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Answer 4

Question

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

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Answer 5

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

Answer 6

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

Answer 7

Chapter 26.8, Problem 28CC

Interpretation Introduction

Interpretation:

A mechanism for biosynthesis of α -farnesene starting with dimethylallyl pyrophosphate and isopentenyl pyrophosphate need to be drawn.

Concept introduction:

Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

Loss of OPP (pyrophosphate group)

Nucleophilic attack

Deprotonation

The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain α -farnesene, the formed farnesyl pyrophosphate undergoes elimination.

To draw: a mechanism for the given transformation.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 26.2 - Prob. 1CC Ch. 26.2 - Prob. 2CC Ch. 26.3 - Prob. 1LTS Ch. 26.3 - Prob. 3PTS Ch. 26.3 - Prob. 4ATS Ch. 26.3 - Prob. 5ATS Ch. 26.3 - Prob. 6ATS Ch. 26.4 - Prob. 7CC Ch. 26.4 - Prob. 8CC Ch. 26.4 - Prob. 2LTS

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Chapter 26 Solutions