The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N 3 − . Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry . In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene .

Question

Q1: For each molecule, assign each stereocenter as R or S. Circle the meso compounds. Label each compound as chiral or achiral. OH HO CI Br H CI CI Br CI CI Xf x f g Br D OH Br Br H₂N R. IN Ill I -N S OMe D II H CO₂H 1/111 DuckDuckG

Answer 1

Question

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

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Q1: For each molecule, assign each stereocenter as R or S. Circle the meso compounds. Label each compound as chiral or achiral. OH HO CI Br H CI CI Br CI CI Xf x f g Br D OH Br Br H₂N R. IN Ill I -N S OMe D II H CO₂H 1/111 DuckDuckG

These are synthesis questions. You need to show how the starting material can be converted into the product(s) shown. You may use any reactions we have learned. Show all the reagents you need. Show each molecule synthesized along the way and be sure to pay attention to the regiochemistry and stereochemistry preferences for each reaction. If a racemic molecule is made along the way, you need to draw both enantiomers and label the mixture as "racemic". All of the carbon atoms of the products must come from the starting material! ? H H

Q5: Draw every stereoisomer for 1-bromo-2-chloro-1,2-difluorocyclopentane. Clearly show stereochemistry by drawing the wedge-and-dashed bonds. Describe the relationship between each pair of the stereoisomers you have drawn.

Answer 2

Question

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

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Answer 3

Question

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

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Answer 4

Question

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

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Answer 5

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 6

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 7

Chapter 7, Problem 62P

(a)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is N3− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 8

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 9

(b)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH2− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 10

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 11

(c)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is ammonia.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 12

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 13

(d)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is HSe^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 14

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 15

(e)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is fluoride ion.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 16

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 17

(f)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is C6H5O− .

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 18

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 19

(g)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is PH₃.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 20

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 21

(h)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NH₂OH.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 22

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 23

(i)

Interpretation Introduction

Interpretation: The mechanism and the major product formed in the reaction of a secondary haloalkane in the polar aprotic solvent needs to be determined if the nucleophile is NCS^-.

Concept Introduction: Nucleophillic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry. In the nucleophillic substitution reaction, a leaving group is replaced with a nucleophile and in the elimination reaction rearrangement takes place resulting formation of an alkene.

Answer 24

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Answer 35

Ch. 7.1 - Prob. 7.1E Ch. 7.2 - Prob. 7.2E Ch. 7.3 - Prob. 7.3E Ch. 7.3 - Prob. 7.5TIY Ch. 7.4 - Prob. 7.7TIY Ch. 7.5 - Prob. 7.9TIY Ch. 7.6 - Prob. 7.10E Ch. 7.7 - Prob. 7.11E Ch. 7.7 - Prob. 7.12E Ch. 7.7 - Prob. 7.13E

Solution Summary: The author explains that nucleophilic substitution and elimination reactions are two types of the reactions, playing important role in organic chemistry.

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Chapter 7 Solutions