Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained. Concept introduction: When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed. If it is not symmetrical then more isomers are formed.

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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, Problem 111IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

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Where are the chiral centers in this molecule? Also is this compound meso yes or no?

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, Problem 111IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

Expert Solution & Answer

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Check out a sample textbook solution

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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, Problem 111IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

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, Problem 111IP

(a)

Interpretation Introduction