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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16. The proton NMR spectral information shown in this problem is for a compound with formula CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec- tral results, including DEPT-135 and DEPT-90 results, are tabulated: 7 J Normal Carbon DEPT-135 DEPT-90 19 ppm Positive No peak 122 Positive Positive cus и 124 Positive Positive 126 Positive Positive 128 No peak No peak 4° 129 Positive Positive 130 Positive Positive (144 No peak No peak 148 No peak No peak 150 Positive Positive してし

3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing mechanism below, but make sure to draw the product of each proposed step (3 points). + En CN CN

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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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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