The observation, when the unsymmetrical ketone , 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed, is to be explained. Concept introduction: The enamine obtained from an unsymmetrical ketone will be stable only if it is free from steric strain. A strained unsymmetrical ketone will be unstable. To explain: The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed.

Question

Can you please explain this prooblem to me, show me how the conjugation is added, did I add them in the correct places and if so please show me. Thanks!

Answer 1

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 23.SE, Problem 73AP

Interpretation Introduction

Interpretation:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed, is to be explained.

Concept introduction:

The enamine obtained from an unsymmetrical ketone will be stable only if it is free from steric strain. A strained unsymmetrical ketone will be unstable.

To explain:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Can you please explain this prooblem to me, show me how the conjugation is added, did I add them in the correct places and if so please show me. Thanks!

Basic strength of organic bases.

Nucleophilic Aromatic Substitution: What is the product of the reaction? What is the name of the intermediate complex? *See image

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 23.SE, Problem 73AP

Interpretation Introduction

Interpretation:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed, is to be explained.

Concept introduction:

The enamine obtained from an unsymmetrical ketone will be stable only if it is free from steric strain. A strained unsymmetrical ketone will be unstable.

To explain:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 23.SE, Problem 73AP

Interpretation Introduction

Interpretation:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed, is to be explained.

Concept introduction:

The enamine obtained from an unsymmetrical ketone will be stable only if it is free from steric strain. A strained unsymmetrical ketone will be unstable.

To explain:

The observation, when the unsymmetrical ketone, 2-methylcyclohexenone is converted into an enamine the sole product is the one with the double bond opposite to the methyl substituted carbon while the other possible enamine with methyl on the carbon in double bond is not formed.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 23.SE, Problem 73AP

Interpretation Introduction