The identification of compound A and B is to be stated. Concept Introduction: Sodium borohydride is a strong reducing agent. It reduces an aldehyde group into an alcohol. The Wohl degradation is used in order to reduce the chain of an aldose by one carbon. Thus, hexoses are reduces to pentoses, and pentoses are reduces to tetroses.

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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 20, Problem 44P

Interpretation Introduction

Interpretation:

The identification of compound A and B is to be stated.

Concept Introduction:

Sodium borohydride is a strong reducing agent. It reduces an aldehyde group into an alcohol. The Wohl degradation is used in order to reduce the chain of an aldose by one carbon. Thus, hexoses are reduces to pentoses, and pentoses are reduces to tetroses.

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Treatment with sodium borohydride converts aldose A to an optically inactive alditol. Wohl degradation of A forms B, whose alditol is optically inactive. Wohl degradation of B forms d-glyceraldehyde. Identify A and B.

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.

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?

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 20, Problem 44P

Interpretation Introduction

Interpretation:

The identification of compound A and B is to be stated.

Concept Introduction:

Sodium borohydride is a strong reducing agent. It reduces an aldehyde group into an alcohol. The Wohl degradation is used in order to reduce the chain of an aldose by one carbon. Thus, hexoses are reduces to pentoses, and pentoses are reduces to tetroses.

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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 20, Problem 44P

Interpretation Introduction

Interpretation:

The identification of compound A and B is to be stated.

Concept Introduction:

Sodium borohydride is a strong reducing agent. It reduces an aldehyde group into an alcohol. The Wohl degradation is used in order to reduce the chain of an aldose by one carbon. Thus, hexoses are reduces to pentoses, and pentoses are reduces to tetroses.

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 20, Problem 44P

Interpretation Introduction