Fischer projections for two D-aldoheptoses whose stereochemistry at C 3 , C 4 , C 5 and C 6 is the same as that of D-glucose at C 2 , C 3 , C 4 and C 5 are to be drawn. Concept introduction: When a new chiral center is created in an optically active monosaccharide molecule the arrangement of H and OH on the new chiral center can be either H at left and OH at right or H at right and OH at left. Hence two isomers can be written. To draw: Fischer projections for two D-aldoheptoses whose stereochemistry at C 3 , C 4 , C 5 and C 6 is the same as that of D-glucose at C 2 , C 3 , C 4 and C 5 .

Question

Consider only the top monosaccharide chair conformation. How would I draw the Fischer projection of the aldohexose from which this chair conformation is derived? And is the diaccharide shown reducing, non-reducing, or can that not be determined?

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 25.SE, Problem 43AP

Interpretation Introduction

Interpretation:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅ are to be drawn.

Concept introduction:

When a new chiral center is created in an optically active monosaccharide molecule the arrangement of H and OH on the new chiral center can be either H at left and OH at right or H at right and OH at left. Hence two isomers can be written.

To draw:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅.

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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 25.SE, Problem 43AP

Interpretation Introduction

Interpretation:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅ are to be drawn.

Concept introduction:

When a new chiral center is created in an optically active monosaccharide molecule the arrangement of H and OH on the new chiral center can be either H at left and OH at right or H at right and OH at left. Hence two isomers can be written.

To draw:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅.

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 25.SE, Problem 43AP

Interpretation Introduction

Interpretation:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅ are to be drawn.

Concept introduction:

When a new chiral center is created in an optically active monosaccharide molecule the arrangement of H and OH on the new chiral center can be either H at left and OH at right or H at right and OH at left. Hence two isomers can be written.

To draw:

Fischer projections for two D-aldoheptoses whose stereochemistry at C₃, C₄, C₅ and C₆ is the same as that of D-glucose at C₂, C₃, C₄ and C₅.

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 25.SE, Problem 43AP

Interpretation Introduction