Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn. 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 of the second molecule. The product obtained, a, β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones. To draw: The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.

Question

Which carbon would be converted to the nucleophilic enolate carbon in an upcoming intramolecular Aldol addition? a) C2 b) C3 c) C4 d) C6

Answer 1

Question

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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 23.3, Problem 4P

Interpretation Introduction

Interpretation:

Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn.

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 of the second molecule. The product obtained, a, β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To draw:

The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.

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Which carbon would be converted to the nucleophilic enolate carbon in an upcoming intramolecular Aldol addition? a) C2 b) C3 c) C4 d) C6

What aldol addition product is formed from the following compound?

What is the mechanism for this Aldol reaction?

Answer 2

Question

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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 23.3, Problem 4P

Interpretation Introduction

Interpretation:

Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn.

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 of the second molecule. The product obtained, a, β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To draw:

The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

100%

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 23.3, Problem 4P

Interpretation Introduction

Interpretation:

Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn.

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 of the second molecule. The product obtained, a, β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To draw:

The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

100%

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 23.3, Problem 4P

Interpretation Introduction