Mechanism patterns should be compared for the given E1 elimination reactions. Concept introduction: Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another. Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc. Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. E1 elimination process: E1 process follows step-wise mechanism. Elimination of compound in presence of bulky base leads to less substituted alkene , in presence of strong base (not bulky) leads to more substituted alkene. Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

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Answer 1

Question

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

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2. Name the following hydrocarbons. (9 marks) a) HHHHHHHH H-C-C- H-O-S b) HCEC-CH3 H H H H H d) c) H C=C- H H H e) CH3 CH3 CH2CH=CH-CH=CHCH3 HHHH H-C-C-C-C-H H HH H f) large CH2CH3 pola H3C section lovels tower, able ocart firs g) Tower H3C-CH2 then in H3C-CH-CH-CH3 enblbano bne noitsidab Copyright © 2008. Durham Continuing Education CH3

Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

Answer 2

Question

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

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Answer 3

Question

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Expert Solution & Answer

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See solution

Answer 4

Question

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

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See solution

Answer 5

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 6

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 7

Chapter 8.10, Problem 35ATS

(a)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 9

(b)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 10

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 11

(c)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 12

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 13

(d)

Interpretation Introduction

Interpretation:

Mechanism patterns should be compared for the given E1 elimination reactions.

Concept introduction:

Mechanism: mechanism describes the reaction path and process. In reaction mechanism, curved arrows are used to show the electron transfer from one group to another.

Curved arrow direction should be from lone pair electrons to electron deficient species such as carbocation etc.

Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base.

E1 elimination process: E1 process follows step-wise mechanism.

Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

Dehydration and dehydro halogenation process takes place in presence of acid then gentle heat applied to the substrate.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 8.3 - Prob. 1LTS Ch. 8.3 - Prob. 1PTS Ch. 8.3 - Prob. 2ATS Ch. 8.3 - Prob. 3ATS Ch. 8.3 - Prob. 4CC Ch. 8.4 - Prob. 2LTS Ch. 8.4 - Prob. 5PTS Ch. 8.4 - Prob. 6ATS Ch. 8.5 - Prob. 3LTS Ch. 8.5 - Prob. 7PTS

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Chapter 8 Solutions