The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found. Concept Introduction: Diels-Alder reaction: It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles” . The reaction is a 4 + 2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct” . Example: This mechanism shown that three π -bonds are broken to form two new σ -bonds and a new π -bond.

Question

Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

Answer 1

Question

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

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Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

(c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistry

A mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixture

Answer 2

Question

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Expert Solution & Answer

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Answer 3

Question

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Expert Solution & Answer

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Answer 4

Question

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Expert Solution & Answer

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Answer 5

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 6

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 7

Chapter 20.5, Problem 20.7P

(a)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 8

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 9

(b)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 10

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 11

(c)

Interpretation Introduction

Interpretation: The combination of diene and dienophile that undergoes Diels-Alder reaction to give the given adduct, has to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

This mechanism shown that three π-bonds are broken to form two new σ -bonds and a new π-bond.

Answer 12

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Ch. 20.1 - Prob. 20.1P Ch. 20.1 - Estimate the stabilization gained as a result of...Ch. 20.2 - Predict the product(s) formed by addition of one...Ch. 20.3 - Prob. 20.4P Ch. 20.3 - Prob. 20.5P Ch. 20.4 - Prob. 20.6P Ch. 20.5 - Prob. 20.7P Ch. 20.5 - Prob. 20.8P Ch. 20.5 - Prob. 20.9P Ch. 20.6 - Prob. 20.10P

Solution Summary: Diels-Alder reaction is the reaction of conjugated dienes with double or triple bonded compounds which are known as "dienophiles".

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