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 11, Problem 85P

(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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f) The unusual molecule [2.2.2] propellane is pictured. 1) Given the bond length and bond angles in the image, what hybridization scheme best describes the carbons marked by the askerisks? 2) What types of orbitals are used in the bond between the two carbons marked by the askerisks? 3) How does this bond compare to an ordinary carbon-carbon bond (which is usually 1.54 Å long)? CH2 1.60Å H2C た C CH2 H2C H₂C * 120° C H2

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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 11, Problem 85P

(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 11, Problem 85P

(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 11, Problem 85P

(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 11, Problem 85P

(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 11, Problem 85P

(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 11, Problem 85P

(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. 11.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 11.1 - Prob. 2P Ch. 11.1 - Prob. 5P Ch. 11.2 - Prob. 7P Ch. 11.3 - Prob. 9P Ch. 11.3 - Show how 1-propanol can be converted into the...Ch. 11.4 - Which of the following alcohols dehydrates the...Ch. 11.4 - Prob. 12P Ch. 11.4 - Prob. 13P Ch. 11.4 - Propose a mechanism for each of the following...

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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