The ketone formed in the pinacol re-arrangement of the vicinal diol 1 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 an alkyl group 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 42DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 1 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 an alkyl group 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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Grignard reagent is a versatile tool in synthetic organic chemistry. Using bromocyclopentane as a starting material, show how a Grignard reagent, X, is synthesized. Reaction of X with water produces compound Y while treatment in carbon dioxide followed by hydrolysis forms compound Z. 3-methyl-2butanone reacts with X and hydrolyses to yield compound AA. Draw the structural formulae of compounds Y, Z and AA and write the chemical equations respectively.

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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 42DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 1 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 an alkyl group 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

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Check out a sample textbook solution

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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 42DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 1 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 an alkyl group 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

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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 42DSP

Interpretation Introduction