The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn. Concept introduction: Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π -bond pair moves toward the carbocation to form a stable six-membered ring.

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Answer 1

Question

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

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Answer 2

Question

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

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Answer 3

Question

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

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Answer 4

Question

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

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Answer 5

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

Answer 6

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

Answer 7

Chapter 11, Problem 11.21P

Interpretation Introduction

Interpretation:

The mechanisms for the transformation of neryl pyrophosphate to α-terpeniol and terpin hydrate are to be drawn.

Concept introduction:

Neryl pyrophosphate contains two isoprene units linked head to tail. It undergoes heterolysis to produce a resonance stabilized primary carbocation. The presence of a double bond five bonds away from the primary carbocation leads to cyclization. The double bond is a relatively electron-rich region and acts as a nucleophile. The π-bond pair moves toward the carbocation to form a stable six-membered ring.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 11 - Prob. 11.1P Ch. 11 - Prob. 11.2P Ch. 11 - Prob. 11.3P Ch. 11 - Prob. 11.4P Ch. 11 - Prob. 11.5P Ch. 11 - Prob. 11.6P Ch. 11 - Prob. 11.7P Ch. 11 - Prob. 11.8P Ch. 11 - Prob. 11.9P Ch. 11 - Prob. 11.10P

Solution Summary: The author describes the mechanisms for the formation of -terpeniol and terpin hydrate from neryl pyrophosphate.

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