The ketone formed in the pinacol re-arrangement of the vicinal diol 2 is to be identified. Concept Introduction: During pinacol re-arrangement, a vicinal 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.

Question

Want to see the full answer?

Answer 1

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 43DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 2 is to be identified.

Concept Introduction:

During pinacol re-arrangement, a vicinal 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

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Need help with these problems...if you can please help me understand problems E & F.

Please help me solve these problems. Thank you in advance.

Predict the products of this organic reaction: O N IN A N + H2O + HCI ? Specifically, in the drawing area below draw the skeletal ("line") structure of the product, or products, of this reaction. If there's more than one product, draw them in any arrangement you like, so long as they aren't touching. If there aren't any products because this reaction won't happen, check the No reaction box under the drawing area. 田 C + Explanation Check Click and drag to start drawing a structure. C © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center

Answer 2

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 43DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 2 is to be identified.

Concept Introduction:

During pinacol re-arrangement, a vicinal 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

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

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 43DSP

Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 2 is to be identified.

Concept Introduction:

During pinacol re-arrangement, a vicinal 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

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 43DSP

Interpretation Introduction