A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown is to be proposed. Concept introduction: Wittig reagents can act as bases and bring about enolization of ketones. The enolate ion, if optically active, can yield two diastereomers during isomerization. The more stable diastereomer will take part in a Wittig reaction. To propose A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.SE, Problem 33MP

Interpretation Introduction

Interpretation:

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown is to be proposed.

Concept introduction:

Wittig reagents can act as bases and bring about enolization of ketones. The enolate ion, if optically active, can yield two diastereomers during isomerization. The more stable diastereomer will take part in a Wittig reaction.

To propose

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown.

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First image: Why can't the molecule C be formed in those conditions Second image: Synthesis for lactone C its not an exam

First image: I have to show the mecanism for the reaction on the left, where the alcohol A is added fast in one portion Second image: I have to show the mecanism of the reaction at the bottom. Also I have to show by mecanism why the reaction wouldn't work if the alcohol was primary

First image: I have to explain why the molecule C is never formed in those conditions. Second image: I have to propose a synthesis for the lactone A

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.SE, Problem 33MP

Interpretation Introduction

Interpretation:

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown is to be proposed.

Concept introduction:

Wittig reagents can act as bases and bring about enolization of ketones. The enolate ion, if optically active, can yield two diastereomers during isomerization. The more stable diastereomer will take part in a Wittig reaction.

To propose

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.SE, Problem 33MP

Interpretation Introduction

Interpretation:

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown is to be proposed.

Concept introduction:

Wittig reagents can act as bases and bring about enolization of ketones. The enolate ion, if optically active, can yield two diastereomers during isomerization. The more stable diastereomer will take part in a Wittig reaction.

To propose

A mechanism for the unexpected formation of an isomer of laurene instead of laurene in the Wittig reaction shown.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.SE, Problem 33MP

Interpretation Introduction