(a) Interpretation: The complete mechanism and the major product of the given reaction is to be drawn. Concept introduction: Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

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Answer 1

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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 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

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1/2 - 51% + » GAY Organic Reactions Assignment /26 Write the type of reaction that is occurring on the line provided then complete the reaction. Only include the major products and any byproducts (e.g. H₂O) but no minor products. Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. H3C 1. 2. CH3 A Acid OH Type of Reaction: NH Type of Reaction: + H₂O Catalyst + HBr 3. Type of Reaction: H3C 4. Type Reaction: 5. H3C CH2 + H2O OH + [0] CH3 Type of Reaction: 6. OH CH3 HO CH3 + Type of Reaction: 7. Type of Reaction: + [H]

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If a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.

Answer 2

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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 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

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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 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

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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 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

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Answer 5

Chapter 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 6

Chapter 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 7

Chapter 18, Problem 18.14P

Interpretation Introduction

(a)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The complete mechanism and the major product of the given reaction is to be drawn.

Concept introduction:

Secondary amines react with ketones and aldehydes under mildly acidic conditions to form an enamine. Secondary amine has only one hydrogen on nitrogen and thus it forms an enamine in which an amino group is attached to an alkene carbon. The first step of the mechanism is the nucleophilic addition of nitrogen to the electrophilic carbonyl carbon of a ketone or an aldehyde. The next three reactions are proton tranfer reactions in which the hydroxyl group is converted into a good leaving group and it leaves as a water molecule. This forms a carbocation intermediate. The next step is an elimination step in which an alpha proton is lost to form an alkene.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 18 - Prob. 18.1P Ch. 18 - Prob. 18.2P Ch. 18 - Prob. 18.3P Ch. 18 - Prob. 18.4P Ch. 18 - Prob. 18.5P Ch. 18 - Prob. 18.6P Ch. 18 - Prob. 18.7P Ch. 18 - Prob. 18.8P Ch. 18 - Prob. 18.9P Ch. 18 - Prob. 18.10P

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