a) Interpretation: Whether CH 3 Cl is likely to behave as a nucleophile or electrophile or both to be stated. Concept introduction: A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site. To state: Whether CH 3 Cl will behave as nucleophile or electrophile or both.

Question

Q1

Answer 1

Question

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

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Q1

In nucleophilic aromatic substitution reactions that proceed by the nucleophilic addition-elimination mechanism, the reaction rate increases as the electronegativity of the halogen leaving group increases: Ar-I < Ar-Br < Ar-CI < Ar-F. Which step does this suggest is the rate-determining step of the mechanism-the addition step or the elimination step? Explain.

Nucleophilicity is a kinetic property. A higher nucleophilicity indicates that the nucleophile will easily donate its electrons to the electrophile and that the reaction will occur at the faster rate. The reaction rate also depends on the nature of the electrophile and solvent. Rank the following reactions from fastest to slowest based on the nucleophilicity of the nucleophile. Rank from fastest to slowest. To rank items as equivalent, overlap them.

Answer 2

Question

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

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Answer 3

Question

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

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Answer 4

Question

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

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Answer 5

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

Answer 6

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Answer 7

Chapter 6.4, Problem 4P

Interpretation Introduction

a)

Interpretation:

Whether CH₃Cl is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃Cl will behave as nucleophile or electrophile or both.

Answer 8

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Answer 9

Interpretation Introduction

b)

Interpretation:

Whether CH₃S^- is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃S^- will behave as nucleophile or electrophile or both.

Answer 10

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Answer 11

Interpretation Introduction

c)

Interpretation:

Whether the compound given is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether the compound given will behave as nucleophile or electrophile or both.

Answer 12

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

Answer 13

Interpretation Introduction

d)

Interpretation:

Whether CH₃CHO is likely to behave as a nucleophile or electrophile or both to be stated.

Concept introduction:

A nucleophile (either negatively charged or a neutral molecule containing an atom with at least one lone pair of electrons) has an electron rich-site. An electrophile (either positively charged or a neutral molecule containing an electron deficient atom) has an electron poor-site.

To state:

Whether CH₃CHO will behave as nucleophile or electrophile or both.

Answer 14

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Answer 25

Ch. 6.1 - Prob. 1P Ch. 6.3 - Prob. 2P Ch. 6.3 - Using curved fishhook arrows, propose a mechanism...Ch. 6.4 - Prob. 4P Ch. 6.4 - An electrostatic potential map of boron...Ch. 6.5 - What product would you expect from reaction of...Ch. 6.5 - Reaction of HBr with 2-methylpropene yields...Ch. 6.6 - Prob. 8P Ch. 6.6 - Predict the products of the following polar...Ch. 6.7 - Which reaction is more energetically favored, one...

Solution Summary: The author explains that the C-Cl bond in CH 3 Cl is polar as chlorine is more electronegative than carbon.

Chapter 6 Solutions