The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn. Concept Introduction: The cyclic representation of monosaccharides is known as Haworth projection. The five membered ring is said to be Furanose and six membered ring is said to be Pyranose. The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper. In monosaccharides, the alcohol and carbonyl groups both are present. The two groups react with each other to form cyclic hemiacetals. α − D − m a n n o p y r a n o s e : When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the side opposite to the –CH 2 OH group, it is said to be α-D-mannopyranose. β − D − m a n n o p y r a n o s e : When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the same side of the –CH 2 OH group, it is said to be β-D-mannopyranose.

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Answer 1

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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 25.2, Problem 25.2P

Interpretation Introduction

Interpretation:

The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn.

Concept Introduction:

The cyclic representation of monosaccharides is known as Haworth projection. The five membered ring is said to be Furanose and six membered ring is said to be Pyranose. The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper.

In monosaccharides, the alcohol and carbonyl groups both are present. The two groups react with each other to form cyclic hemiacetals.

α−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the side opposite to the –CH₂OH group, it is said to be α-D-mannopyranose.

β−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the same side of the –CH₂OH group, it is said to be β-D-mannopyranose.

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1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.

(d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide B

Draw the Fischer projections (D-isomer) of Arabinose and Mannose. Draw the Haworth projections of α-Arabinose and β-Mannose. Draw the structure of β-D-mannopyranosyl-(2→4)-α-D-arabinofuranoside.

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 25.2, Problem 25.2P

Interpretation Introduction

Interpretation:

The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn.

Concept Introduction:

The cyclic representation of monosaccharides is known as Haworth projection. The five membered ring is said to be Furanose and six membered ring is said to be Pyranose. The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper.

In monosaccharides, the alcohol and carbonyl groups both are present. The two groups react with each other to form cyclic hemiacetals.

α−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the side opposite to the –CH₂OH group, it is said to be α-D-mannopyranose.

β−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the same side of the –CH₂OH group, it is said to be β-D-mannopyranose.

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Answer 3

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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 25.2, Problem 25.2P

Interpretation Introduction

Interpretation:

The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn.

Concept Introduction:

The cyclic representation of monosaccharides is known as Haworth projection. The five membered ring is said to be Furanose and six membered ring is said to be Pyranose. The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper.

In monosaccharides, the alcohol and carbonyl groups both are present. The two groups react with each other to form cyclic hemiacetals.

α−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the side opposite to the –CH₂OH group, it is said to be α-D-mannopyranose.

β−D−mannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the same side of the –CH₂OH group, it is said to be β-D-mannopyranose.

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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 25.2, Problem 25.2P

Interpretation Introduction