A molecular model representing a tetrahedral intermediate that results from the addition of a nucleophile to an aldehyde or ketone is given. The reactants are to be identified and the structure of the final product obtained on completion of the reaction is also to be shown. Concept introduction: Primary amines react with aldehydes and ketones to yield imines R 2 C=NR while secondary amines react to yield enamines R 2 NCR=CR 2 . Both reactions are typical examples of nucleophilic addition reactions in which water is eliminated from the intermediate initially formed leading to the formation of a new C=Nu double bond. To identify: The reactants, a nucleophile and an aldehyde or ketone that give the tetrahedral intermediate in an addition reaction. Further to show the structure of the final product obtained on completion of the reaction.

Question

When propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 28VC

Interpretation Introduction

Interpretation:

A molecular model representing a tetrahedral intermediate that results from the addition of a nucleophile to an aldehyde or ketone is given. The reactants are to be identified and the structure of the final product obtained on completion of the reaction is also to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR while secondary amines react to yield enamines R₂NCR=CR₂. Both reactions are typical examples of nucleophilic addition reactions in which water is eliminated from the intermediate initially formed leading to the formation of a new C=Nu double bond.

To identify:

The reactants, a nucleophile and an aldehyde or ketone that give the tetrahedral intermediate in an addition reaction. Further to show the structure of the final product obtained on completion of the reaction.

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When propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.

Hydration of aldehydes and ketones can be catalyzed by acid or base. Bases catalyze hydration by: protonating the carbonyl oxygen making the carbonyl group more electrophilic employing hydroxide ion, which is a better nucleophile than water making the carbonyl group less electrophilic shifting the equilibrium position of the reaction to favor products

What explains why many aldehydes and ketones can undergo self-condensation reactions in basic conditions? The alpha carbon can lose a proton and act like a nucleophile and the carbonyl carbon is an electrophile. The alpha carbon can gain a proton and act like an electrophile and the carbonyl carbon is a nucleophile. The oxygen of the carbonyl group can attack the carbon of the carbonyl group. Only esters can undergo self-condensation reactions.

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 28VC

Interpretation Introduction

Interpretation:

A molecular model representing a tetrahedral intermediate that results from the addition of a nucleophile to an aldehyde or ketone is given. The reactants are to be identified and the structure of the final product obtained on completion of the reaction is also to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR while secondary amines react to yield enamines R₂NCR=CR₂. Both reactions are typical examples of nucleophilic addition reactions in which water is eliminated from the intermediate initially formed leading to the formation of a new C=Nu double bond.

To identify:

The reactants, a nucleophile and an aldehyde or ketone that give the tetrahedral intermediate in an addition reaction. Further to show the structure of the final product obtained on completion of the reaction.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 28VC

Interpretation Introduction

Interpretation:

A molecular model representing a tetrahedral intermediate that results from the addition of a nucleophile to an aldehyde or ketone is given. The reactants are to be identified and the structure of the final product obtained on completion of the reaction is also to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR while secondary amines react to yield enamines R₂NCR=CR₂. Both reactions are typical examples of nucleophilic addition reactions in which water is eliminated from the intermediate initially formed leading to the formation of a new C=Nu double bond.

To identify:

The reactants, a nucleophile and an aldehyde or ketone that give the tetrahedral intermediate in an addition reaction. Further to show the structure of the final product obtained on completion of the reaction.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 28VC

Interpretation Introduction