(a) Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form. Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

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Answer 1

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Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5

Answer 2

Question

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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 4

Question

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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 5

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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.

Answer 6

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Answer 7

Chapter 26, Problem 37P

Interpretation Introduction

(a)

Interpretation: The given cyclic monosaccharide is to be converted into a Fischer projection of its acyclic form.

Concept introduction: In the Fisher projection formula, a stereogenic centre is located at intersection of the two lines. The horizontal and vertical bonds are denoted by wedges and dashed wedges.

Answer 8

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Answer 9

Interpretation Introduction

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

Answer 10

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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.

Answer 11

Interpretation Introduction

(c)

Interpretation: The anomer of given monosaccharide is to be labeled as α or β.

Concept introduction: 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.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 26.2 - Prob. 1P Ch. 26.2 - Prob. 2P Ch. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5P Ch. 26.2 - Prob. 6P Ch. 26.3 - Prob. 7P Ch. 26.3 - Prob. 8P Ch. 26.4 - Prob. 9P Ch. 26.4 - Prob. 10P

Solution Summary: The author explains the Fischer projection of given cyclic monosaccharides A and B. The stereogenic centre is located at intersection of the two lines.

Concept explainers

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.

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Chapter 26 Solutions

Solution Summary: The author explains the Fischer projection of given cyclic monosaccharides A and B. The stereogenic centre is located at intersection of the two lines.

Concept explainers

(b) Interpretation: The name of the given monosaccharide is to be predicted. Concept introduction: 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.

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Chapter 26 Solutions

(b)

Interpretation: The name of the given monosaccharide is to be predicted.

Concept introduction: 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.