Synthesis for given compound using starting material has to be written. Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is S N 2 type of reaction.

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Answer 1

Question

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

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Fluorination of a benzene ring can be accomplished with Selectfluor, a reagent that contains a fluorine bonded to a positively charged nitrogen atom. Fluorination is a useful reaction because several common drugs, such as the cholesterol-lowering drug atorvastatin, contain a fluorine bonded to an aromatic ring. Assuming that fluorination is analogous to other examples of electrophilic aromatic substitution, draw a stepwise mechanism for the following reaction.

Please provide a way to prepare the following compound from the given starting material.

Answer 2

Question

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

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Answer 3

Question

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

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Answer 4

Question

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

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Answer 5

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

Answer 6

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

Answer 7

Chapter 17.20, Problem 43P

(a)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with a base. The enolate ion attacks on ethyl bromide to give the final product. The reaction between enolate ion and alkyl bromide is SN2 type of reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

Answer 9

(b)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material is treated with base and a cyclic species is formed. Intermediate species is treated with alkoxide base and ethyl bromide. In next step hydrolysis and decarboxylation takes place and the final product is obtained.

Answer 10

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

Answer 11

(c)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material is to be written.

Concept introduction: Synthesis of final compound is done using given starting material. Starting material have no α carbon is treated with a base. Acetaldehyde is added slowly along with hydrochloric acid. The intermediate loses water and then oxidized to get the final product.

Answer 12

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

Answer 13

(d)

Interpretation Introduction

Interpretation: Synthesis for given compound using starting material has to be written.

Concept introduction: Synthesis of final compound is done using given starting materials. Starting material is treated with alkoxide base and cyclopentyl bromide. In the next two steps decarboxylation takes place and the final product is formed.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 17.1 - Prob. 1P Ch. 17.1 - Prob. 2P Ch. 17.1 - Prob. 3P Ch. 17.1 - Prob. 4P Ch. 17.1 - Rank the compounds in each of the following groups...Ch. 17.2 - Explain why 92% of 2,4-pemtanedione exists as the...Ch. 17.3 - Draw the enol tautomers for each of the following...Ch. 17.3 - Prob. 8P Ch. 17.4 - Prob. 9P Ch. 17.4 - Prob. 10P

Solution Summary: The author explains that a final compound is synthesized using starting material. The enolate ion attacks ethyl bromide to give the final product.

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Chapter 17 Solutions