When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn. Concept introduction: Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below, Steps involved in amidomalonater synthesis are, Deprotonation of α carbon in amidomalonate Alkylation of enolate Hydrolysis of ester using aqueous acid Decarboxylation at high temperature

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Answer 1

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Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

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Answer 2

Question

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

Expert Solution & Answer

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Answer 3

Question

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

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Answer 4

Question

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

Expert Solution & Answer

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Answer 5

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

Answer 6

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

Answer 7

Chapter 25, Problem 90IP

Interpretation Introduction

Interpretation:

When leucine is prepared via amidomalonate synthesis, the by-product isobutylene is also formed and its mechanism needs to be drawn.

Concept introduction:

Amidomalonate synthesis is a process in which a halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate). By use of this method a new alkyl groups can be introduced. A general scheme of this synthesis is shown below,

Steps involved in amidomalonater synthesis are,

Deprotonation of α carbon in amidomalonate

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

Answer 8

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Answer 10

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Answer 11

Ch. 25.2 - Prob. 1CC Ch. 25.2 - Prob. 2CC Ch. 25.2 - Prob. 3CC Ch. 25.2 - Prob. 1LTS Ch. 25.2 - Prob. 4PTS Ch. 25.2 - Prob. 7CC Ch. 25.2 - Prob. 8CC Ch. 25.2 - Prob. 9CC Ch. 25.2 - Prob. 10CC Ch. 25.2 - Prob. 11CC

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Chapter 25 Solutions