All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine are to be shown. Concept introduction: Primary amines react with aldehydes and ketones to yield imines R 2 C=NR. The reaction is reversible in nature. The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine as products. To show: All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine.

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Answer 1

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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 19.8, Problem 11P

Interpretation Introduction

Interpretation:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine are to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR. The reaction is reversible in nature. The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine as products.

To show:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine.

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H NH₂ ཡིནྣཾ ༥ ཨ ཨནྡྷ༥ ༠ ཨི་ཝཱ, ཙ ཨ་ར༩ H NH3+ the acidity of the amine ion drives the reaction to shift toward the conjugate base of the carboxylic acid product. the resulting carboxylic acid ion is a weaker base than an acetate ion. O aldehydes are more reactive toward nucleophiles than ketones. Onucleophilic attack occurs preferentially at the less hindered carbon of the formyl group.

Provide the steps to convert the following aldehyde to the given amine product.

Cyclic amides can also undergo hydrolysis. Provide the product of the reaction below. The treatment with hydroxide is followed up with aqueous acid. acid x H

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 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 19.8, Problem 11P

Interpretation Introduction

Interpretation:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine are to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR. The reaction is reversible in nature. The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine as products.

To show:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine.

Expert Solution & Answer

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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 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 19.8, Problem 11P

Interpretation Introduction

Interpretation:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine are to be shown.

Concept introduction:

Primary amines react with aldehydes and ketones to yield imines R₂C=NR. The reaction is reversible in nature. The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine as products.

To show:

All the steps involved in the acid-catalyzed reaction of an imine with water to yield an aldehyde or ketone along with a primary amine.

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 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 19.8, Problem 11P

Interpretation Introduction