The two possible chair conformations of either α or β anomer of D-idose are to be drawn. The reason corresponding to the fact that the more stable conformation has the CH 2 OH group in the axial position is to be stated. Concept introduction: An idose is a monosaccharide which contains six carbon atoms and an aldehyde group. The molecular formula of arabinose is C 6 H 12 O 6 . The anomers are cyclic monosaccharides which are differ in configuration at C 1 in aldoses and at C 2 in ketoses. These carbon atoms are called anomeric centre. The anomeric centre is labeled by α or β .

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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 28, Problem 28.48P

Interpretation Introduction

Interpretation: The two possible chair conformations of either α or β anomer of D-idose are to be drawn. The reason corresponding to the fact that the more stable conformation has the CH2OH group in the axial position is to be stated.

Concept introduction: An idose is a monosaccharide which contains six carbon atoms and an aldehyde group. The molecular formula of arabinose is C6H12O6. The anomers are cyclic monosaccharides which are differ in configuration at C1 in aldoses and at C2 in ketoses. These carbon atoms are called anomeric centre. The anomeric centre is labeled by α or β.

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A) Draw the structure of any aldohexose in the pyranose ring form. B) Draw the structure of the anomer of the aldohexose you drew above. C) How many asymmetric carbons (chiral centers) does each of these structures have? D) How many stereoisomers of the aldohexoses you drew are theoretically possible?

Give the full biochemical name for an L-ketohexose with the following pattern of chiral centers: carbon #3 = L, carbon #4 = D.

When a pyranose is in the chair conformation in which the CH2OH group and the C-1 OH group are both in axial positions, the two groups can react to form an acetal. This is called the anhydro form of the sugar (it has “lost water”). The anhydro form of D-idose is shown here. Explain why about 80% of d-idose exists in the anhydro form in an aqueous solution at 100 °C, but only about 0.1% of D-glucose exists in the anhydro form under the same conditions.

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 28, Problem 28.48P

Interpretation Introduction

Interpretation: The two possible chair conformations of either α or β anomer of D-idose are to be drawn. The reason corresponding to the fact that the more stable conformation has the CH2OH group in the axial position is to be stated.

Concept introduction: An idose is a monosaccharide which contains six carbon atoms and an aldehyde group. The molecular formula of arabinose is C6H12O6. The anomers are cyclic monosaccharides which are differ in configuration at C1 in aldoses and at C2 in ketoses. These carbon atoms are called anomeric centre. The anomeric centre is labeled by α or β.

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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 28, Problem 28.48P

Interpretation Introduction

Interpretation: The two possible chair conformations of either α or β anomer of D-idose are to be drawn. The reason corresponding to the fact that the more stable conformation has the CH2OH group in the axial position is to be stated.

Concept introduction: An idose is a monosaccharide which contains six carbon atoms and an aldehyde group. The molecular formula of arabinose is C6H12O6. The anomers are cyclic monosaccharides which are differ in configuration at C1 in aldoses and at C2 in ketoses. These carbon atoms are called anomeric centre. The anomeric centre is labeled by α or β.

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Check out a sample textbook solution

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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 28, Problem 28.48P

Interpretation Introduction