The product formed in the pinacol re-arrangement of the given vicinal diol is to be identified. Concept Introduction: During pinacol re-arrangement, a diol is converted to a ketone . The reaction begins by protonation of one of the hydroxyl groups. In the next step, the water molecule departs, and amethylene group that is anti from the adjacent carbon atom migrates to its position. A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge. The unshared electrons pair on this hydroxyl group stabilizes the carbocation. The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 16, Problem 45DSP

Interpretation Introduction

Interpretation:

The product formed in the pinacol re-arrangement of the given vicinal diol is to be identified.

Concept Introduction:

During pinacol re-arrangement, a diol is converted to a ketone.

The reaction begins by protonation of one of the hydroxyl groups.

In the next step, the water molecule departs, and amethylene group that is anti from the adjacent carbon atom migrates to its position.

A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge.

The unshared electrons pair on this hydroxyl group stabilizes the carbocation.

The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.

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If a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.

Answer 2

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 16, Problem 45DSP

Interpretation Introduction

Interpretation:

The product formed in the pinacol re-arrangement of the given vicinal diol is to be identified.

Concept Introduction:

During pinacol re-arrangement, a diol is converted to a ketone.

The reaction begins by protonation of one of the hydroxyl groups.

In the next step, the water molecule departs, and amethylene group that is anti from the adjacent carbon atom migrates to its position.

A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge.

The unshared electrons pair on this hydroxyl group stabilizes the carbocation.

The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.

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Answer 3

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 16, Problem 45DSP

Interpretation Introduction

Interpretation:

The product formed in the pinacol re-arrangement of the given vicinal diol is to be identified.

Concept Introduction:

During pinacol re-arrangement, a diol is converted to a ketone.

The reaction begins by protonation of one of the hydroxyl groups.

In the next step, the water molecule departs, and amethylene group that is anti from the adjacent carbon atom migrates to its position.

A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge.

The unshared electrons pair on this hydroxyl group stabilizes the carbocation.

The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 16, Problem 45DSP

Interpretation Introduction