The aldose compounds that would yield phenylosazone similar to L-sorbose are to be identified. Concept Introduction: ▸ Monosaccharide L − sorbose is a ketose, which is often used as the starting material for commercial production of vitamin C ( L − ascorbic acid ). ▸ Compounds formed by the reaction of reducing sugars with excess of phenylhydrazine are called osazones . These are highly crystalline and colored compounds and are formed by the reducing sugar molecules.

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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 22, Problem 25P

Interpretation Introduction

Interpretation:

The aldose compounds that would yield phenylosazone similar to L-sorbose are to be identified.

Concept Introduction:

▸ Monosaccharide L−sorbose is a ketose, which is often used as the starting material for commercial production of vitamin C (L−ascorbic acid).

▸ Compounds formed by the reaction of reducing sugars with excess of phenylhydrazine are called osazones. These are highly crystalline and colored compounds and are formed by the reducing sugar molecules.

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A D-aldopentose A is reduced to an optically active alditol. Upon Kiliani–Fischer synthesis, A is converted to two D-aldohexoses, B and C. B is oxidized to an optically inactive aldaric acid. C is oxidized to an optically active aldaric acid. What are the structures of A–C?

Which D-aldopentose is oxidized to an optically active aldaric acid and undergoes the Wohl degradation to yield a D-aldotetrose that is oxidized to an optically active aldaric acid?

d-Xylose and d-lyxose are formed when d-threose undergoes a Kiliani–Fischer synthesis. d-Xylose is oxidized to an optically inactive aldaric acid,whereas d-lyxose forms an optically active aldaric acid. What are the structures of d-xylose and d-lyxose?

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 22, Problem 25P

Interpretation Introduction

Interpretation:

The aldose compounds that would yield phenylosazone similar to L-sorbose are to be identified.

Concept Introduction:

▸ Monosaccharide L−sorbose is a ketose, which is often used as the starting material for commercial production of vitamin C (L−ascorbic acid).

▸ Compounds formed by the reaction of reducing sugars with excess of phenylhydrazine are called osazones. These are highly crystalline and colored compounds and are formed by the reducing sugar molecules.

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Check out a sample textbook solution

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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 22, Problem 25P

Interpretation Introduction

Interpretation:

The aldose compounds that would yield phenylosazone similar to L-sorbose are to be identified.

Concept Introduction:

▸ Monosaccharide L−sorbose is a ketose, which is often used as the starting material for commercial production of vitamin C (L−ascorbic acid).

▸ Compounds formed by the reaction of reducing sugars with excess of phenylhydrazine are called osazones. These are highly crystalline and colored compounds and are formed by the reducing sugar molecules.

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 22, Problem 25P

Interpretation Introduction