(a) Interpretation: For each given reaction, the structure of each product is to be drawn. Concept introduction: If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

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Answer 1

Question

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

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(b) Addition of HBr to the alkene in the presence of peroxide form radical intermediates. Based on the following reaction, use the curved arrows to HBr B (preferred product) ROOR (i) show the initiation step of this reaction. (ii) draw the possible structures of the two radicals formed in the propagation step. (ii) explain the formation of the preferred product B.

This addition of HBr to (Z)-2-bromobut-2-ene takes place regioselectively, with the Br preferentially adding to the alkene C that does not already possess a Br atom. (a) Provide a detailed mechanism for this reaction, including initiation and propagation steps. (b) Explain why this regiochemistry is observed. Br Br HBr ROOR Br

The reaction shown here yields three different nucleophilic substitution products that are constitutional isomers of one another. (a) Does this suggest an SN1 or Sn2 mechanism? (b) Draw the mechanism for the formation of each of these products. CH3CH2OH Br

Answer 2

Question

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

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Answer 3

Question

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

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Answer 4

Question

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

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Answer 5

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 6

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 7

Chapter 9, Problem 9.70P

Interpretation Introduction

(a)

Interpretation:

For each given reaction, the structure of each product is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 8

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 9

Interpretation Introduction

(b)

Interpretation:

For the given reaction, the mechanism that accounts for the formation of each of those products is to be drawn.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 10

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 11

Interpretation Introduction

(c)

Interpretation:

How the isomeric reactants lead to different products is to be explained.

Concept introduction:

If the reactant molecule has two different functional groups attached to different places on the same molecule, then the intramolecular reaction is possible. Whenever an intramolecular reaction can take place, an intermolecular reaction is also possible. When a five or six-membered ring can be formed, the intramolecular cyclization reactions are favored over their corresponding intermolecular reactions.

Answer 12

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Answer 14

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Answer 15

Ch. 9 - Prob. 9.1P Ch. 9 - Prob. 9.2P Ch. 9 - Prob. 9.3P Ch. 9 - Prob. 9.4P Ch. 9 - Prob. 9.5P Ch. 9 - Prob. 9.6P Ch. 9 - Prob. 9.7P Ch. 9 - Prob. 9.8P Ch. 9 - Prob. 9.9P Ch. 9 - Prob. 9.10P

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