Peptides may be synthesized using an α-keto acid and a hydroxylamine. Concept introduction: The reaction of formation of an amide/ peptide from an α-keto acid and a hydroxylamine involves an initial nucleophilic substitution of the alkyl group to the keto group followed by decarboxylation and elimination of water molecule. To determine: Mechanism of reaction thought to occur by nucleophilic addition of the N-alkylhydroxylamine to the keto acid as if forming an oxime.

Question

Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

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 26.SE, Problem 28MP

Interpretation Introduction

Interpretation:

Peptides may be synthesized using an α-keto acid and a hydroxylamine.

Concept introduction:

The reaction of formation of an amide/ peptide from an α-keto acid and a hydroxylamine involves an initial nucleophilic substitution of the alkyl group to the keto group followed by decarboxylation and elimination of water molecule.

To determine:

Mechanism of reaction thought to occur by nucleophilic addition of the N-alkylhydroxylamine to the keto acid as if forming an oxime.

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Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

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 26.SE, Problem 28MP

Interpretation Introduction

Interpretation:

Peptides may be synthesized using an α-keto acid and a hydroxylamine.

Concept introduction:

The reaction of formation of an amide/ peptide from an α-keto acid and a hydroxylamine involves an initial nucleophilic substitution of the alkyl group to the keto group followed by decarboxylation and elimination of water molecule.

To determine:

Mechanism of reaction thought to occur by nucleophilic addition of the N-alkylhydroxylamine to the keto acid as if forming an oxime.

Expert Solution & Answer

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See solution

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 26.SE, Problem 28MP

Interpretation Introduction

Interpretation:

Peptides may be synthesized using an α-keto acid and a hydroxylamine.

Concept introduction:

The reaction of formation of an amide/ peptide from an α-keto acid and a hydroxylamine involves an initial nucleophilic substitution of the alkyl group to the keto group followed by decarboxylation and elimination of water molecule.

To determine:

Mechanism of reaction thought to occur by nucleophilic addition of the N-alkylhydroxylamine to the keto acid as if forming an oxime.

Expert Solution & Answer

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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 26.SE, Problem 28MP

Interpretation Introduction