(a) Interpretation: The number of electrons involved in the given oxidation reaction is to be stated. Concept introduction: The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

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Answer 1

Question

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)

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Answer 2

Question

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

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Answer 3

Question

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

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Answer 4

Question

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

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Answer 5

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 6

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 7

Chapter 10, Problem 10.61AP

Interpretation Introduction

(a)

Interpretation:

The number of electrons involved in the given oxidation reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The oxidizing agent used in this reaction is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.

Concept introduction:

The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 10 - Prob. 10.1P Ch. 10 - Prob. 10.2P Ch. 10 - Prob. 10.3P Ch. 10 - Prob. 10.4P Ch. 10 - Prob. 10.5P Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Prob. 10.10P

Solution Summary: The author explains the oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO, and organic base triethylamine

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