The product should be identified. Concept introduction: The pinacol–pinacolone rearrangement: Pinacol–pinacolone rearrangement is a conversion of 1,2- diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

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Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

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Select the stronger base from each pair of compounds. (a) H₂CNH₂ or EtzN (b) CI or NH2 NH2 (c) .Q or EtzN (d) or (e) N or (f) H or H

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b. H3C CH3 H3O+ ✓ H OH

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

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Answer 5

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Answer 6

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Answer 7

Chapter 10, Problem 93P

(a)

Interpretation Introduction

Interpretation:

The product should be identified.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The reason should be explained for the only one product in the given reaction.

Concept introduction:

The pinacol–pinacolone rearrangement:

Pinacol–pinacolone rearrangement is a conversion of 1,2-diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 10.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 10.1 - Explain the difference in reactivity between...Ch. 10.1 - Prob. 5P Ch. 10.1 - Prob. 6P Ch. 10.1 - Prob. 8P Ch. 10.2 - Prob. 9P Ch. 10.3 - Prob. 11P Ch. 10.3 - Show how 1-propanol can be converted into the...Ch. 10.4 - Which of the following alcohols dehydrates the...Ch. 10.4 - Prob. 14P

The product should be identified. Concept introduction: The pinacol–pinacolone rearrangement: Pinacol–pinacolone rearrangement is a conversion of 1,2- diol to a carbonyl compound in the presence of acid via 1,2- shift is called rearrangement is called Pinacol–pinacolone rearrangement.

Solution Summary: The author explains the pinacol–pinacola rearrangement, which is a conversion of 1,2-diol to carbonyl compound in the presence of acid. Dehydration of primary alcohol does not occur.

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