The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine are to be given. Concept introduction: The first step in a Mannich reaction involves a reaction between an aldehyde and a secondary amine, to yield an iminium ion intermediate along with water. In the second step the iminium ion intermediate reacts with cyclohexanone to yield the product. To give: The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine.

Question

Do the electrons on the OH participate in resonance with the ring through a p orbital? How many pi electrons are in the ring, 4 (from the two double bonds) or 6 (including the electrons on the O)?

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 46MP

Interpretation Introduction

Interpretation:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine are to be given.

Concept introduction:

The first step in a Mannich reaction involves a reaction between an aldehyde and a secondary amine, to yield an iminium ion intermediate along with water. In the second step the iminium ion intermediate reacts with cyclohexanone to yield the product.

To give:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine.

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Do the electrons on the OH participate in resonance with the ring through a p orbital? How many pi electrons are in the ring, 4 (from the two double bonds) or 6 (including the electrons on the O)?

Predict and draw the product of the following organic reaction:

None

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 46MP

Interpretation Introduction

Interpretation:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine are to be given.

Concept introduction:

The first step in a Mannich reaction involves a reaction between an aldehyde and a secondary amine, to yield an iminium ion intermediate along with water. In the second step the iminium ion intermediate reacts with cyclohexanone to yield the product.

To give:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 46MP

Interpretation Introduction

Interpretation:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine are to be given.

Concept introduction:

The first step in a Mannich reaction involves a reaction between an aldehyde and a secondary amine, to yield an iminium ion intermediate along with water. In the second step the iminium ion intermediate reacts with cyclohexanone to yield the product.

To give:

The structures of the amine and dialdehyde that react with dimethylacetonedicarboxylate in a Mannich reaction to yield cocaine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 46MP

Interpretation Introduction