A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed. Concept introduction: The steps involved in the conversion required are i) Attack of the hydroxide ion on α, β-unsaturated ketone . ii) A proton transfer iii) Ring opening iv) Protonation to yield a diketon vi) Deprotonation of α-carbon of the diketone vii) Intramolecular aldol condensation viii) Protonation and dehydration. To give: A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

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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 23.SE, Problem 53AP

Interpretation Introduction

Interpretation:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

Concept introduction:

The steps involved in the conversion required are i) Attack of the hydroxide ion on α, β-unsaturated ketone. ii) A proton transfer iii) Ring opening iv) Protonation to yield a diketon vi) Deprotonation of α-carbon of the diketone vii) Intramolecular aldol condensation viii) Protonation and dehydration.

To give:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

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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 53AP

Interpretation Introduction

Interpretation:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

Concept introduction:

The steps involved in the conversion required are i) Attack of the hydroxide ion on α, β-unsaturated ketone. ii) A proton transfer iii) Ring opening iv) Protonation to yield a diketon vi) Deprotonation of α-carbon of the diketone vii) Intramolecular aldol condensation viii) Protonation and dehydration.

To give:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

Expert Solution & Answer

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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 23.SE, Problem 53AP

Interpretation Introduction

Interpretation:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

Concept introduction:

The steps involved in the conversion required are i) Attack of the hydroxide ion on α, β-unsaturated ketone. ii) A proton transfer iii) Ring opening iv) Protonation to yield a diketon vi) Deprotonation of α-carbon of the diketone vii) Intramolecular aldol condensation viii) Protonation and dehydration.

To give:

A mechanism for the base catalyzed isomerisation of the minor product formed in the intramolecular aldo cyclization of 2, 5-heptanedione into the major product upon treatment with aqueous NaOH is to be proposed.

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 23.SE, Problem 53AP

Interpretation Introduction