A stepwise mechanism for the acid catalyzed isomerization of ( R ) -carvone to carvacrol is to be drawn and the reason for isomerization is to be explained. Concept introduction: The ( R ) -carvone involves conjugated enone and non-conjugated alkene . The conversion of ( R ) -carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Question

Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Answer 3

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Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Answer 4

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Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Answer 5

Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

Answer 6

Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

Answer 7

Chapter 17, Problem 17.67P

Interpretation Introduction

Interpretation: A stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol is to be drawn and the reason for isomerization is to be explained.

Concept introduction: The (R)-carvone involves conjugated enone and non-conjugated alkene. The conversion of (R)-carvone to carvacrol is facilitated by four steps. The first step is protonation of non-conjugated alkene to form first tertiary carbocation. The second step is 1, 2-H shift (carbocation rearrangement) to form second tertiary carbocation. The third step step is abstraction of proiton by base to form conjugated alkene, and the fourth step is enolization to yield desired product.

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Answer 11

Ch. 17 - Prob. 17.1P Ch. 17 - Problem 17.2 What orbitals are used to form the...Ch. 17 - Problem-17.3. Give the IUPAC name for each...Ch. 17 - Prob. 17.4P Ch. 17 - Problem-17.5 What is the structure of propofol,...Ch. 17 - Problem 17.6 What is the structure of a compound...Ch. 17 - Problem 17.7 How many NMR signals does each...Ch. 17 - Prob. 17.8P Ch. 17 - Prob. 17.9P Ch. 17 - Prob. 17.10P

Solution Summary: The author explains the stepwise mechanism for the acid catalyzed isomerization of (R)-carvone to carvacrol.

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