Whether optically active (S)-3-methylcyclohexanone will get racemized when treated with acid or base like 2-methylcyclohexanone is to be stated and explained. Concept introduction: During racemization the optically active compound first yields an achiral planar enol intermediate. When the intermediate reverts back to the chiral ketone there is equal probability of the formation of both enantiomers which leads to racemization. If the chiral carbon does not take part in enol formation, then the resulting product will be optically active.

Question

Want to see the full answer?

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 22.SE, Problem 52AP

Interpretation Introduction

Interpretation:

Whether optically active (S)-3-methylcyclohexanone will get racemized when treated with acid or base like 2-methylcyclohexanone is to be stated and explained.

Concept introduction:

During racemization the optically active compound first yields an achiral planar enol intermediate. When the intermediate reverts back to the chiral ketone there is equal probability of the formation of both enantiomers which leads to racemization. If the chiral carbon does not take part in enol formation, then the resulting product will be optically active.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

finish these to given parts of the reaction then give the final pro

Show work

Is this aromatic, antiaromatic, or nonaromatic?

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 52AP

Interpretation Introduction

Interpretation:

Whether optically active (S)-3-methylcyclohexanone will get racemized when treated with acid or base like 2-methylcyclohexanone is to be stated and explained.

Concept introduction:

During racemization the optically active compound first yields an achiral planar enol intermediate. When the intermediate reverts back to the chiral ketone there is equal probability of the formation of both enantiomers which leads to racemization. If the chiral carbon does not take part in enol formation, then the resulting product will be optically active.

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 52AP

Interpretation Introduction

Interpretation:

Whether optically active (S)-3-methylcyclohexanone will get racemized when treated with acid or base like 2-methylcyclohexanone is to be stated and explained.

Concept introduction:

During racemization the optically active compound first yields an achiral planar enol intermediate. When the intermediate reverts back to the chiral ketone there is equal probability of the formation of both enantiomers which leads to racemization. If the chiral carbon does not take part in enol formation, then the resulting product will be optically active.

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 52AP

Interpretation Introduction