The products of periodic acid oxidation of the given monosaccharides and glycosides are to be determined. The number of moles of the reagent consumed per mole of substrate is to be determined in each case. Concept Introduction: Periodic acid is used to cleave the carbon-carbon bond in 1,2-difunctional compounds, particularly vicinal diols and hydroxycarbonyl compounds. Each bond cleaved is replaced by a hydroxyl group, one on each carbon. If the carbon already has a hydroxyl group bonded to it, the unstable geminal diol formed loses a molecule of water to yield the corresponding carbonyl compound.

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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 24, Problem 42P

Interpretation Introduction

Interpretation:

The products of periodic acid oxidation of the given monosaccharides and glycosides are to be determined. The number of moles of the reagent consumed per mole of substrate is to be determined in each case.

Concept Introduction:

Periodic acid is used to cleave the carbon-carbon bond in 1,2-difunctional compounds, particularly vicinal diols and hydroxycarbonyl compounds.

Each bond cleaved is replaced by a hydroxyl group, one on each carbon.

If the carbon already has a hydroxyl group bonded to it, the unstable geminal diol formed loses a molecule of water to yield the corresponding carbonyl compound.

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1.Explain what is anomeric effect and why it happens? 2.Explain how a glycosyl acetimidate can loss its glycosyl donor activity?

Aldohexoses A and B are formed from aldopentose C via a Kiliani–Fischer synthesis. Nitric acid oxidizes A to an optically active aldaric acid, B to an optically inactive aldaric acid, and C to an optically active aldaric acid. Wohl degradation of C forms D, which is oxidized by nitric acid to an optically active aldaric acid. Wohl degradation of D forms (+)-glyceraldehyde. Identify A, B, C, and D.

Which of the d-aldopentoses will give optically active aldaric acids on oxidation with HNO3 ?(

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 24, Problem 42P

Interpretation Introduction

Interpretation:

The products of periodic acid oxidation of the given monosaccharides and glycosides are to be determined. The number of moles of the reagent consumed per mole of substrate is to be determined in each case.

Concept Introduction:

Periodic acid is used to cleave the carbon-carbon bond in 1,2-difunctional compounds, particularly vicinal diols and hydroxycarbonyl compounds.

Each bond cleaved is replaced by a hydroxyl group, one on each carbon.

If the carbon already has a hydroxyl group bonded to it, the unstable geminal diol formed loses a molecule of water to yield the corresponding carbonyl compound.

Expert Solution & Answer

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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 24, Problem 42P

Interpretation Introduction

Interpretation:

The products of periodic acid oxidation of the given monosaccharides and glycosides are to be determined. The number of moles of the reagent consumed per mole of substrate is to be determined in each case.

Concept Introduction:

Periodic acid is used to cleave the carbon-carbon bond in 1,2-difunctional compounds, particularly vicinal diols and hydroxycarbonyl compounds.

Each bond cleaved is replaced by a hydroxyl group, one on each carbon.

If the carbon already has a hydroxyl group bonded to it, the unstable geminal diol formed loses a molecule of water to yield the corresponding carbonyl compound.

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 24, Problem 42P

Interpretation Introduction