The product of the aldol reaction of the given compound and the α,β -unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn. Concept introduction: Aldol reaction is an addition reaction of aldehydes and ketones . Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β -hydroxy aldehyde if two aldehydes combine and β -hydroxy ketone if two ketones combine.

Question

Want to see more full solutions like this?

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 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Students have asked these similar questions

6. Match each of the lettered items in the column on the left with the most appropriate numbered item(s) in the column on the right. Some of the numbered items may be used more than once and some not at all. a. Z = 37 1. b. Mn 2. C. Pr element in period 5 and group 14 element in period 5 and group 15 d. S e. [Rn] 7s¹ f. d block metal 3. highest metallic character of all the elements 4. paramagnetic with 5 unpaired electrons 5. 4f36s2 6. isoelectronic with Ca²+ cation 7. an alkaline metal 8. an f-block element

Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.

Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

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 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

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 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

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 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Chapter 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Answer 6

Chapter 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

Answer 7

Chapter 19, Problem 19.18P

(a)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

Answer 8

(a)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy aldehyde as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of aldehyde. Enolate anion is formed after abstraction of α proton from aldehyde molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of aldehyde. The species formed in this step abstracts proton from water to give the β-hydroxy aldehyde. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 1

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

Answer 13

(b)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

Answer 14

(b)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the other molecule of ketone. The species formed in this step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 2

Answer 15

(b)

Expert Solution

Answer 16

(b)

Expert Solution

Answer 17

Expert Solution

Answer 18

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3

Answer 19

(c)

Interpretation Introduction

Interpretation:

The product of the aldol reaction of the given compound and the α,β-unsaturated aldehyde or ketone formed from dehydration of the aldol product has to be drawn.

Concept introduction:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

Answer 20

(c)

Expert Solution

Explanation of Solution

The aldol reaction product for the given compound has to be drawn.

The aldol reaction yield a β-hydroxy ketone as the product and on dehydration, water is eliminated and the product is formed.

Base abstracts a proton from the α carbon atom of the ketone. Enolate anion is formed after abstraction of α proton from ketone molecule. Enolate ion attacks on the carbonyl carbon of the same molecule. The species formed in above step abstracts proton from water to give the β-hydroxy ketone. Loss of water molecule from the aldol product produces the product given below.

Organic Chemistry, Chapter 19, Problem 19.18P , additional homework tip 3