A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones is to be proposed. Concept introduction: In the presence of aqueous acids ketones tautomerize to their enol forms. The nucleophilic displacement of the chloride ion of selenyl chloride by the attack of the double bond of the enol and the subsequent deprotonation yields the product required. To propose: A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones.

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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 22.SE, Problem 62AP

Interpretation Introduction

Interpretation:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones is to be proposed.

Concept introduction:

In the presence of aqueous acids ketones tautomerize to their enol forms. The nucleophilic displacement of the chloride ion of selenyl chloride by the attack of the double bond of the enol and the subsequent deprotonation yields the product required.

To propose:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones.

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5. Please draw in the blanks the missing transition states and the correlated products. Explicitly display relevant absolute stereochemical configuration. MeOH I OMe H Endo transition state, dienophile approaching from the bottom of diene + H ཎྞཾ ཌཱརཱ༔,_o OMe H H OMe Endo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) + Exo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) Exo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) MeO H H MeO H MeO H MeO H H

H H (1) H C. C C .H (2) (3) Cl H The ideal value for bond angle (1) is (Choose one) and the ideal value for bond angle (3) is (Choose one) degrees, the value for bond angle (2) is (Choose one) degrees, degrees.

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 22.SE, Problem 62AP

Interpretation Introduction

Interpretation:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones is to be proposed.

Concept introduction:

In the presence of aqueous acids ketones tautomerize to their enol forms. The nucleophilic displacement of the chloride ion of selenyl chloride by the attack of the double bond of the enol and the subsequent deprotonation yields the product required.

To propose:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones.

Expert Solution & Answer

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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 22.SE, Problem 62AP

Interpretation Introduction

Interpretation:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones is to be proposed.

Concept introduction:

In the presence of aqueous acids ketones tautomerize to their enol forms. The nucleophilic displacement of the chloride ion of selenyl chloride by the attack of the double bond of the enol and the subsequent deprotonation yields the product required.

To propose:

A mechanism for the acid catalyzed α-substitution reaction in which ketones react slowly with benzeneselenyl chloride in the presence of HCl to yield α-phenylselenoketones.

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 22.SE, Problem 62AP

Interpretation Introduction