a) Interpretation: The configurational stereochemistry of the molecules to be determined.

Question

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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 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

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Students have asked these similar questions

Trehalose, C12H22O11, is a nonreducing sugar that is only 45% as sweet as sugar. When hydrolyzed by aqueous acid or the enzyme maltase, it forms only d-glucose. When it is treated with excess methyl iodide in the presence of Ag2O and then hydrolyzed with water under acidic conditions, only 2,3,4,6-tetra-O-methyl-d-glucose is formed. Draw the structure of trehalose

3 Trehalose is a disaccharide that can be obtained from fungi, sea urchins and insects. Acid hydrolysis of trehalose yields only D-glucose. Trehalose is hydrolysed by a-glucosidase and not by B- glucosidase enzymes. Methylation of trehalose followed by hydrolysis yields two molar equivalents of 2,34,6-tetra-0-methyl-D-glucopyranose. (a) From the following experimental data, deduce the structure of trehalose. (b) What will be the effect of trehalose on Fehling's solution?

trehalose is a disacharide that can be obtained from fungi sea uchins and insects. acid hydrolysis of trehalose yields only D-glucose. trehalose is hydrolysed by a-glucosidase but not b-glucosidase.methylation of trhalose followed by hydrolysis yield two molar equivalents of 2-3-4-6 -tetra-O-methyl-D-glucopyranose. deduce the structure of the trehalose using the experimental data

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 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

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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 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

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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 25.SE, Problem 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

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Answer 5

Chapter 25.SE, Problem 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Answer 6

Chapter 25.SE, Problem 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Answer 7

Chapter 25.SE, Problem 26VC

Interpretation Introduction

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Answer 8

Expert Solution

Answer to Problem 26VC

The Fischer projection follows as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 1

It is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

Concept strategy: The Fischer projection of the given monosaccharide is drawn vertically, by rotating the molecule anticlockwise 90° so that the carbonyl aldehyde -CHO group is vertically at the top and the CH₂OH group is at the bottom. [The red balls represent oxygen atoms, the black balls represent carbon atoms, and each smell white ball represents hydrogen]. The intention –H and –OH are drawn to the sides, pointing art of the page towards the review. Thus the given model becomes

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 2

Review from front side C-3-OH is to the right By convention the molecule has the C-3 hyduxyl at the right. So it is D sugar the molecule is a retrose. Elclose or eldotetrose, is 4-carbon elclose.

Answer 13

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Answer 14

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Answer 15

Interpretation Introduction

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Answer 16

Expert Solution

Answer to Problem 26VC

The given model is the cyclic structures of an aldohexose in six membered pyranose form.

Strategy: We redraw the model as

Organic Chemistry, Chapter 25.SE, Problem 26VC , additional homework tip 3

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

By convention, the terminal -CH₂OH group is on the top of the chair Pyranose structure. Thus it is a D sugar. The molecule is an aldohexose is B-D-glucopyranose, all the –OH groups are equatorial (and more stable due to minimum repulsion) conformation.

Answer 21

Conclusion

Based on the Fischer projection formula for the given sugars it is a B-D-glucopyranose monosaccharide.

Answer 22

Ch. 25.1 - Prob. 1P Ch. 25.2 - Prob. 2P Ch. 25.2 - Prob. 3P Ch. 25.2 - Prob. 4P Ch. 25.2 - Prob. 5P Ch. 25.3 - Prob. 6P Ch. 25.3 - Prob. 7P Ch. 25.4 - Prob. 8P Ch. 25.4 - Prob. 9P Ch. 25.4 - Prob. 10P

a) Interpretation: The configurational stereochemistry of the molecules to be determined.

Concept explainers

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Answer to Problem 26VC

Explanation of Solution

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

Answer to Problem 26VC

Explanation of Solution

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Chapter 25 Solutions

a) Interpretation: The configurational stereochemistry of the molecules to be determined.

Concept explainers

a) Interpretation: The configurational stereochemistry of the molecules to be determined.

Answer to Problem 26VC

Explanation of Solution

b) Interpretation: The configurational stereochemistry of the molecules to be determined.

Answer to Problem 26VC

Explanation of Solution

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Chapter 25 Solutions

a)

Interpretation:

The configurational stereochemistry of the molecules to be determined.

b)

Interpretation:

The configurational stereochemistry of the molecules to be determined.