Given that the major product formed by intramolecular aldol cyclization of 2, 5-heptanedione has two singlet absorptions in the 1 H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ. Its structure is to be given. Concept introduction: Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule. The aldol formed dehydrates on heating to yield α, β-unsaturated aldehyde or ketone as the product. Looking at the number of signals and the region in which they are observed it is possible to predict the major product. To give: The structure of the major product formed by the intramolecular aldol cyclization of 2, 5-heptanedione that has two singlet absorptions in the 1 H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.SE, Problem 52AP

Interpretation Introduction

Interpretation:

Given that the major product formed by intramolecular aldol cyclization of 2, 5-heptanedione has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ. Its structure is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule. The aldol formed dehydrates on heating to yield α, β-unsaturated aldehyde or ketone as the product.

Looking at the number of signals and the region in which they are observed it is possible to predict the major product.

To give:

The structure of the major product formed by the intramolecular aldol cyclization of 2, 5-heptanedione that has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

A mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixture

Q5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R H

Calculate the proton and carbon chemical shifts for this structure

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.SE, Problem 52AP

Interpretation Introduction

Interpretation:

Given that the major product formed by intramolecular aldol cyclization of 2, 5-heptanedione has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ. Its structure is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule. The aldol formed dehydrates on heating to yield α, β-unsaturated aldehyde or ketone as the product.

Looking at the number of signals and the region in which they are observed it is possible to predict the major product.

To give:

The structure of the major product formed by the intramolecular aldol cyclization of 2, 5-heptanedione that has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.SE, Problem 52AP

Interpretation Introduction

Interpretation:

Given that the major product formed by intramolecular aldol cyclization of 2, 5-heptanedione has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ. Its structure is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule. The aldol formed dehydrates on heating to yield α, β-unsaturated aldehyde or ketone as the product.

Looking at the number of signals and the region in which they are observed it is possible to predict the major product.

To give:

The structure of the major product formed by the intramolecular aldol cyclization of 2, 5-heptanedione that has two singlet absorptions in the ¹H NMR spectrum at 1.65 δ and 1.90 δ and has no absorptions in the range 3 δ to 10 δ.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.SE, Problem 52AP

Interpretation Introduction