a) Ethyl pentanoate Interpretation: Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated. Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides . The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl. To state: Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Question

Draw the major organic substitution product or products for (2R,3S)-2-bromo-3-methylpentane reacting with the given nucleophile. Clearly drawn the stereochemistry, including a wedged bond, a dashed bond and two in-plane bonds at each stereogenic center. Omit any byproducts. Bri CH3CH2O- (conc.) Draw the major organic product or products.

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Draw the major organic substitution product or products for (2R,3S)-2-bromo-3-methylpentane reacting with the given nucleophile. Clearly drawn the stereochemistry, including a wedged bond, a dashed bond and two in-plane bonds at each stereogenic center. Omit any byproducts. Bri CH3CH2O- (conc.) Draw the major organic product or products.

Tartaric acid (C4H6O6) is a diprotic weak acid. A sample of 875 mg tartaric acid are dissolved in 100 mL water and titrated with 0.994 M NaOH. How many mL of NaOH are needed to reach the first equivalence point? How many mL of NaOH are needed to reach the second equivalence point?

Including activity, calculate the solubility of Pb(IO3)2 in a matrix of 0.020 M Mg(NO3)2.

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 6

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 7

Chapter 22.SE, Problem 43AP

Interpretation Introduction

a) Ethyl pentanoate

Interpretation:

Whether ethyl pentanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl pentanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 8

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 9

Interpretation Introduction

b) Ethyl 3-methylbutanoate

Interpretation:

Whether ethyl 3-methylbutaonate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 3-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 10

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 11

Interpretation Introduction

c) Ethyl 2-methylbutanoate

Interpretation:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2-methylbutanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 12

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 13

Interpretation Introduction

d) Ethyl 2,2-dimethylpropanoate

Interpretation:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis is to be stated. If so the alkyl halide to be used is to be stated.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids from alkyl halides. The ester is converted into its enolate ion which then attacks the alkyl halide. Hydrolysis and decarboxylation of the alkylated product yield the carboxylic acid which has two carbon extra than the alkyl halide. The acid can then be converted into ester by treating with ethanol in the presence of HCl.

To state:

Whether ethyl 2,2-dimethylpropanoate can be prepared by malonic ester synthesis and to indicate the alkyl halide to be used.

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 18

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending nowThis is a popular solution!

Answer 21

Trending nowThis is a popular solution!

Answer 22

Trending now

Answer 23

This is a popular solution!

Answer 24

See solution

Check out sample textbook solution

Answer 25

Ch. 22.1 - Prob. 1P Ch. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3P Ch. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5P Ch. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7P Ch. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P

Chapter 22 Solutions