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

3. Assign absolute configuration (Rors) to each chirality center. a. H Nitz C. он b. 0 H-C. C H 7 C. ་-4 917-417 refs H 1つ ८ ડુ d. Но f. -2- 01 Ho -OH 2HN

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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3. Assign absolute configuration (Rors) to each chirality center. a. H Nitz C. он b. 0 H-C. C H 7 C. ་-4 917-417 refs H 1つ ८ ડુ d. Но f. -2- 01 Ho -OH 2HN

How many signals do you expect in the H NMR spectrum for this molecule? Br Br Write the answer below. Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: In this question, any multiplet is counted as one signal. Number of signals in the 'H NMR spectrum. For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in top molecule For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in bottom molecule

In the drawing area below, draw the major products of this organic reaction: 1. NaOH ? 2. CH3Br If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area instead. No reaction. Click and drag to start drawing a structure. ☐ : A ค

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

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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