The observation that the β- diketone represented by the model has no detectable enol content and it is as acidic as acetone is to be explained. Concept introduction: The hydrogen atoms attached to the carbon flanked by two carbonyl groups can be easily removed as protons. Hence the β- diketones are acidic and form enolates which can be stabilized by resonance. The formation of double bonds at the bridge head position is not possible as the molecule will be highly strained.

Question

p-Nitrobenzyl alcohol is more acidic than benzyl alcohol but p-Methoxybenzyl alcohol is less acidic. Illustrate your explanation.

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 22.SE, Problem 18VC

Interpretation Introduction

Interpretation:

The observation that the β- diketone represented by the model has no detectable enol content and it is as acidic as acetone is to be explained.

Concept introduction:

The hydrogen atoms attached to the carbon flanked by two carbonyl groups can be easily removed as protons. Hence the β- diketones are acidic and form enolates which can be stabilized by resonance.

The formation of double bonds at the bridge head position is not possible as the molecule will be highly strained.

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p-Nitrobenzyl alcohol is more acidic than benzyl alcohol but p-Methoxybenzyl alcohol is less acidic. Illustrate your explanation.

Explain this statement: Although 2-methoxyacetic acid (CH3OCH2COOH) is a stronger acid than acetic acid (CH3COOH), p-methoxybenzoic acid (CH3OC6H4COOH) is a weaker acid than benzoic acid (C6H5COOH).

Explain this statement: Although 2-methoxyacetic acid (CH3OCH2COOH)is a stronger acid than acetic acid (CH3COOH), p-methoxybenzoic acid(CH3OC6H4COOH) is a weaker acid than benzoic acid (C6H5COOH).

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 22.SE, Problem 18VC

Interpretation Introduction

Interpretation:

The observation that the β- diketone represented by the model has no detectable enol content and it is as acidic as acetone is to be explained.

Concept introduction:

The hydrogen atoms attached to the carbon flanked by two carbonyl groups can be easily removed as protons. Hence the β- diketones are acidic and form enolates which can be stabilized by resonance.

The formation of double bonds at the bridge head position is not possible as the molecule will be highly strained.

Expert Solution & Answer

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Check out sample textbook 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 22.SE, Problem 18VC

Interpretation Introduction

Interpretation:

The observation that the β- diketone represented by the model has no detectable enol content and it is as acidic as acetone is to be explained.

Concept introduction:

The hydrogen atoms attached to the carbon flanked by two carbonyl groups can be easily removed as protons. Hence the β- diketones are acidic and form enolates which can be stabilized by resonance.

The formation of double bonds at the bridge head position is not possible as the molecule will be highly strained.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 22.SE, Problem 18VC

Interpretation Introduction