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

Modify the given carbon skeleton to draw the major product of the following reaction. If a racemic mixture of enantiomers is expected, draw both enantiomers. Note: you can select a structure and use Copy and Paste to save drawing time. HBr کی CH3 کی Edit Drawing

Sort the following into the classification for a reaction that is NOT at equilibrium versus a reaction system that has reached equilibrium. Drag the appropriate items to their respective bins. View Available Hint(s) The forward and reverse reactions proceed at the same rate. Chemical equilibrium is a dynamic state. The ratio of products to reactants is not stable. Reset Help The state of chemical equilibrium will remain the same unless reactants or products escape or are introduced into the system. This will disturb the equilibrium. The concentration of products is increasing, and the concentration of reactants is decreasing. The ratio of products to reactants does not change. The rate at which products form from reactants is equal to the rate at which reactants form from products. The concentrations of reactants and products are stable and cease to change. The reaction has reached equilibrium. The rate of the forward reaction is greater than the rate of the reverse reaction. The…

Place the following characteristics into the box for the correct ion. Note that some of the characteristics will not be placed in either bin. Use your periodic table for assistance. Link to Periodic Table Drag the characteristics to their respective bins. ▸ View Available Hint(s) This anion could form a neutral compound by forming an ionic bond with one Ca²+. Reset Help This ion forms ionic bonds with nonmetals. This ion has a 1- charge. This is a polyatomic ion. The neutral atom from which this ion is formed is a metal. The atom from which this ion is formed gains an electron to become an ion. The atom from which this ion is formed loses an electron to become an ion. This ion has a total of 18 electrons. This ion has a total of 36 electrons. This ion has covalent bonds and a net 2- charge. This ion has a 1+ charge. Potassium ion Bromide ion Sulfate ion

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