The mechanism for the reaction in which a secondary nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid is to be drawn. Concept introduction: The nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid. The nitro group is an electron withdrawing group. Acidity of the alpha C-H turns the nitro group into good leaving group via proton transfer steps. This reaction is conducted in acidic medium, that is, in the presence of aqueous sulfuric acid. Under this condition, water acts as a nucleophile, and nucleophilic addition takes place at alpha carbon. Then, after proton transfer steps, the electron withdrawing group turns into a good leaving group, which leads to formation of a ketone.

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 18, Problem 18.83P

Interpretation Introduction

Interpretation:

The mechanism for the reaction in which a secondary nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid is to be drawn.

Concept introduction:

The nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid. The nitro group is an electron withdrawing group. Acidity of the alpha C-H turns the nitro group into good leaving group via proton transfer steps. This reaction is conducted in acidic medium, that is, in the presence of aqueous sulfuric acid. Under this condition, water acts as a nucleophile, and nucleophilic addition takes place at alpha carbon. Then, after proton transfer steps, the electron withdrawing group turns into a good leaving group, which leads to formation of a ketone.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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 18, Problem 18.83P

Interpretation Introduction

Interpretation:

The mechanism for the reaction in which a secondary nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid is to be drawn.

Concept introduction:

The nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid. The nitro group is an electron withdrawing group. Acidity of the alpha C-H turns the nitro group into good leaving group via proton transfer steps. This reaction is conducted in acidic medium, that is, in the presence of aqueous sulfuric acid. Under this condition, water acts as a nucleophile, and nucleophilic addition takes place at alpha carbon. Then, after proton transfer steps, the electron withdrawing group turns into a good leaving group, which leads to formation of a ketone.

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 18, Problem 18.83P

Interpretation Introduction

Interpretation:

The mechanism for the reaction in which a secondary nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid is to be drawn.

Concept introduction:

The nitro group can be hydrolyzed to a ketone on treatment with aqueous sulfuric acid. The nitro group is an electron withdrawing group. Acidity of the alpha C-H turns the nitro group into good leaving group via proton transfer steps. This reaction is conducted in acidic medium, that is, in the presence of aqueous sulfuric acid. Under this condition, water acts as a nucleophile, and nucleophilic addition takes place at alpha carbon. Then, after proton transfer steps, the electron withdrawing group turns into a good leaving group, which leads to formation of a ketone.

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 18, Problem 18.83P

Interpretation Introduction