(a) Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn. Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1 ° , 2 ° or 3 ° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Question

20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.

Answer 1

Question

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

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20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.

20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a tricyclic product. Propose a structural formula for the product. CN heat An intramolecular Diels-Alder adduct

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Answer 2

Question

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

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Answer 3

Question

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

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Answer 4

Question

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

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Answer 5

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 6

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 7

Chapter 13.2, Problem 3P

Interpretation Introduction

(a)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 12

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 13

Interpretation Introduction

(d)

Interpretation: The product formed when a chlorine atom reacts with given species is to be drawn.

Concept introduction: A free radical is an atom or ion with unpaired electrons. They are reactive intermediates formed by the homolysis of covalent bond. Free radicals are classified as 1°, 2° or 3° depending upon the number of alkyl groups attached to it. The number of alkyl substitutents increases, the stability of radical increases. Radicals undergo reactions in order to complete their octet.

Answer 14

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Answer 25

Ch. 13.1 - Prob. 1P Ch. 13.1 - Prob. 2P Ch. 13.2 - Prob. 3P Ch. 13.3 - Prob. 4P Ch. 13.3 - Prob. 5P Ch. 13.4 - Prob. 7P Ch. 13.5 - Problem 15.8 Which bond in the each compound is...Ch. 13.6 - Prob. 9P Ch. 13.6 - Prob. 10P Ch. 13.7 - Prob. 11P

Solution Summary: The author explains the product formed when a chlorine atom reacts with given species. Free radicals are reactive intermediates formed by the homolysis of covalent bond.

Chapter 13 Solutions