a) Interpretation: Whether the compound shown will be a good dienophile or not is to be predicted. Concept introduction: In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond. To predict: Whether the compound shown will be a good dienophile or not.

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

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

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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

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Expert Solution & Answer

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Answer 3

Question

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Expert Solution & Answer

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Answer 4

Question

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Expert Solution & Answer

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Answer 5

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 6

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 7

Chapter 14.5, Problem 8P

Interpretation Introduction

a)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 8

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 9

Interpretation Introduction

b)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 10

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 11

Interpretation Introduction

c)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 12

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 13

Interpretation Introduction

d)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 14

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 15

Interpretation Introduction

e)

Interpretation:

Whether the compound shown will be a good dienophile or not is to be predicted.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond.

To predict:

Whether the compound shown will be a good dienophile or not.

Answer 16

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Answer 17

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Answer 18

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Answer 27

Ch. 14.1 - Prob. 1P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5P Ch. 14.3 - Prob. 6P Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...Ch. 14.5 - Prob. 8P Ch. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...

Solution Summary: The author explains that the compound shown will be a good dienophile.

Chapter 14 Solutions