The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out. Concept introduction: Amidomalonate synthesis is a process in which an 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 To find : the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

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Answer 1

Question

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

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2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11

Answer 2

Question

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

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Answer 3

Question

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

Expert Solution & Answer

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Answer 4

Question

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

Expert Solution & Answer

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See solution

Answer 5

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

Answer 6

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

Answer 7

Chapter 25.3, Problem 15ATS

(a)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when methyl chloride undergoes amidomalonate synthesis.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when isopropyl chloride undergoes amidomalonate synthesis.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The amino acid formed when the given set of reagents undergo amidomalonate synthesis need to be found out.

Concept introduction:

Amidomalonate synthesis is a process in which an 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

To find: the amino acid formed when 2-methyl-1-chloropropane undergoes amidomalonate synthesis.

Answer 12

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Answer 13

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Answer 14

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Answer 15

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. 5ATS Ch. 25.2 - Prob. 6ATS Ch. 25.2 - Prob. 7CC Ch. 25.2 - Prob. 8CC Ch. 25.2 - Prob. 9CC

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