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.

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 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

Students have asked these similar questions

Indicate similarities and differences between natural, exchanged and pillared clays.

Show work. don't give Ai generated solution

In intercalation compounds, their sheets can be neutral or have a negative or positive charge, depending on the nature of the incorporated species and its structure. Is this statement correct?

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

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 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