Mechanism for the given reaction should be proposed. Concept Introduction: Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product. If the leaving group in S N 1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed. An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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Answer 1

Question

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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For alkylhalides, elimination reaction is much favored than substitution reaction when A. Temperature is relatively high. B. Temperature is relatively low. C. Base is relatively weak D. Pressure is relatively high.

1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂O

For each reaction, write the letter corresponding to the type of reaction (before the number) and draw the MAJOR product (in the product side). A. Nucleophilic Addition B. Nucleophilic Condensation C. Nucleophilic Acyl Substitution

Answer 2

Question

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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Answer 3

Question

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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Answer 4

Question

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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See solution

Answer 5

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 6

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 7

Chapter 9, Problem 124P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 10

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 11

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 9.1 - Prob. 3P Ch. 9.1 - Does increasing the energy barrier for an SN2...Ch. 9.1 - Rank the following alkyl bromides from most...Ch. 9.1 - Prob. 8P Ch. 9.2 - Prob. 9P Ch. 9.2 - Prob. 10P Ch. 9.2 - Prob. 11P Ch. 9.2 - Prob. 12P Ch. 9.2 - Which substitution reaction lakes place more...Ch. 9.2 - Prob. 15P

Solution Summary: The author explains the mechanism for the given reaction.

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Chapter 9 Solutions