The Haworth projection formula of the disaccharides maltose and sucrose is to be drawn. The hemiacetal, hemiketal, acetal or ketal carbons are to be labeled. Concept introduction: Monosaccharides are the small units of simple sugars. Polysaccharides are made up of small units of monosaccharides. The carbohydrates with free aldehyde or ketone groups can act as reducing sugars. Under basic conditions, weak oxidizing agents such as Tollen’s reagent and Benedict’s solution oxidize the aldehyde or ketone group of the monosaccharide.

Question

Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

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 17, Problem 17.49E

Interpretation Introduction

Interpretation:

The Haworth projection formula of the disaccharides maltose and sucrose is to be drawn. The hemiacetal, hemiketal, acetal or ketal carbons are to be labeled.

Concept introduction:

Monosaccharides are the small units of simple sugars. Polysaccharides are made up of small units of monosaccharides. The carbohydrates with free aldehyde or ketone groups can act as reducing sugars. Under basic conditions, weak oxidizing agents such as Tollen’s reagent and Benedict’s solution oxidize the aldehyde or ketone group of the monosaccharide.

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE

Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br A

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 17, Problem 17.49E

Interpretation Introduction

Interpretation:

The Haworth projection formula of the disaccharides maltose and sucrose is to be drawn. The hemiacetal, hemiketal, acetal or ketal carbons are to be labeled.

Concept introduction:

Monosaccharides are the small units of simple sugars. Polysaccharides are made up of small units of monosaccharides. The carbohydrates with free aldehyde or ketone groups can act as reducing sugars. Under basic conditions, weak oxidizing agents such as Tollen’s reagent and Benedict’s solution oxidize the aldehyde or ketone group of the monosaccharide.

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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 17, Problem 17.49E

Interpretation Introduction

Interpretation:

The Haworth projection formula of the disaccharides maltose and sucrose is to be drawn. The hemiacetal, hemiketal, acetal or ketal carbons are to be labeled.

Concept introduction:

Monosaccharides are the small units of simple sugars. Polysaccharides are made up of small units of monosaccharides. The carbohydrates with free aldehyde or ketone groups can act as reducing sugars. Under basic conditions, weak oxidizing agents such as Tollen’s reagent and Benedict’s solution oxidize the aldehyde or ketone group of the monosaccharide.

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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 17, Problem 17.49E

Interpretation Introduction