a) Interpretation: Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained. Concept introduction: Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl 3 to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction. To state and explain: Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Question

What would be the reagents and conditions above and below the arrow that will complete the proposed acetoacetic ester synthesis? If it cannot be done efficiently, then I will choose that answer. There could be 2 or 4 reagents involved. Please provide a detailed explanation and drawings showing how it would proceed with the correct reagents.

Answer 1

Question

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

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What would be the reagents and conditions above and below the arrow that will complete the proposed acetoacetic ester synthesis? If it cannot be done efficiently, then I will choose that answer. There could be 2 or 4 reagents involved. Please provide a detailed explanation and drawings showing how it would proceed with the correct reagents.

For benzene, the ∆H° of vaporization is 30.72 kJ/mol and the ∆S° of vaporization is 86.97 J/mol･K. At 1.00 atm and 228.0 K, what is the ∆G° of vaporization for benzene, in kJ/mol?

The reaction Q(g) + R(g) → Z(l) is shown to be exothermic. Which of the following is true concerning the reaction. it is spontaneous only at High T, it is spontaneous at low T it is nonspontaneous at all T it is spontanrous at all T. it is non spontaneous only at low T.

Answer 2

Question

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

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Answer 3

Question

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

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Answer 4

Question

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

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Answer 5

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 6

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Answer 7

Chapter 16.3, Problem 5P

Interpretation Introduction

a)

Interpretation:

Whether ethyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged products also in this reaction.

To state and explain:

Whether ethyl chloride is expected to undergo Friedal- Crafts reaction with or without rearrangement.

Answer 8

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 9

Interpretation Introduction

b)

Interpretation:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift (particularly when a primary alkyl halide is used) can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 2-chlorobutane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 10

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 11

Interpretation Introduction

c)

Interpretation:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether n-propyl chloride is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 12

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 13

Interpretation Introduction

d)

Interpretation:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to produce an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether 1-chloro-2, 2-dimethylpropane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 14

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 15

Interpretation Introduction

e)

Interpretation:

Whether chlorocyclohexane is expected to undergo Friedal Crafts reaction with or without rearrangement is to be stated and explained.

Concept introduction:

Friedal-Crafts reaction is an electrophilic substitution reaction in which an aromatic compound reacts with an alkyl chloride in the presence of AlCl₃ to yield an alkylbenzene. The electrophile in this reaction is an alkyl carbocation. The skeletal rearrangement of the alkyl carbocation electrophile either through a hydride shift or alkyl shift, particularly when a primary alkyl halide is used, can lead to the formation of rearranged product also in this reaction.

To state and explain:

Whether chlorocyclohexane is expected to undergo Friedal-Crafts reaction with or without rearrangement.

Answer 16

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Answer 27

Ch. 16.1 - Prob. 1P Ch. 16.2 - Propose a mechanism for the electrophilic...Ch. 16.2 - How many products might be formed on chlorination...Ch. 16.2 - When benzene is treated with D2SÅª4. deuterium...Ch. 16.3 - Prob. 5P Ch. 16.3 - What is the major monosubstitution product from...Ch. 16.3 - Identify the carboxylic acid chloride that might...Ch. 16.4 - Rank the compounds in each of the following groups...Ch. 16.4 - Predict the major products of the following...Ch. 16.4 - Prob. 10P

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Chapter 16 Solutions