ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 23, Problem 23.46SP

(a)

Interpretation Introduction

Interpretation:

The Fisher projection of the open chain of glucose is to be drawn.

Concept introduction:

The most abundant monsaccharide is glucose. Six carbon atoms are present in the Fisher projection of the open chain of glucose. Fisher projections are used to represent the open chain form of sugars.

(a)

Expert Solution
Check Mark

Answer to Problem 23.46SP

The Fisher projection of the open chain of glucose is shown in Figure 1.

Explanation of Solution

The Fisher projection of the open chain of glucose is shown below. Glucose is an aldose because it a sugar with an aldehyde group. Fisher projections are used to draw the structure of carbohydrates.

ORGANIC CHEMISTRY, Chapter 23, Problem 23.46SP , additional homework tip  1

Figure 1

(b)

Interpretation Introduction

Interpretation:

The most stable conformation of the most stable pyranose anomer is to be drawn.

Concept introduction:

Cyclic monosaccharides are drawn with the help of Fisher projection. The groups on the right side of fisher projection are down in the cyclic structure while groups on the left side are up.

(b)

Expert Solution
Check Mark

Answer to Problem 23.46SP

The most stable conformation of the most stable pyranose anomer is shown in Figure 2.

Explanation of Solution

The most stable conformation of the most stable pyranose anomer is shown in Figure 2. In βD(+) glucopyranose, all the OH groups are present on equatorial position.

ORGANIC CHEMISTRY, Chapter 23, Problem 23.46SP , additional homework tip  2

Figure 2

(c)

Interpretation Introduction

Interpretation:

The most stable conformation of the most stable pyranose anomer is to be drawn.

Concept introduction:

Cyclic monosaccharides are drawn with the help of Fisher projection. The groups on the right side of fisher projection are down in the cyclic structure while groups on the left side are up.

(c)

Expert Solution
Check Mark

Answer to Problem 23.46SP

The Haworth projection of the most stable pyranose anomer is shown in Figure 3.

Explanation of Solution

The Haworth projection of the most stable pyranose anomer is shown below.

ORGANIC CHEMISTRY, Chapter 23, Problem 23.46SP , additional homework tip  3

Figure 3

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Chapter 23 Solutions

ORGANIC CHEMISTRY

Ch. 23.4 - Prob. 23.11PCh. 23.5 - Prob. 23.12PCh. 23.5 - Prob. 23.13PCh. 23.6 - Prob. 23.14PCh. 23.6 - Prob. 23.15PCh. 23.7 - Prob. 23.16PCh. 23.7 - Prob. 23.17PCh. 23.7 - Two sugars, A and B, are known to be glucose and...Ch. 23.7 - Prob. 23.19PCh. 23.8 - Prob. 23.20PCh. 23.8 - Prob. 23.21PCh. 23.8 - Prob. 23.22PCh. 23.8 - Prob. 23.23PCh. 23.8 - Prob. 23.24PCh. 23.9 - a. Show the product that results when fructose is...Ch. 23.9 - Prob. 23.26PCh. 23.9 - Prob. 23.27PCh. 23.9 - Prob. 23.28PCh. 23.10 - Prob. 23.29PCh. 23.10 - Prob. 23.30PCh. 23.10 - Prob. 23.31PCh. 23.11 - Prob. 23.32PCh. 23.11 - The Wohl degradation, an alternative to the Ruff...Ch. 23.11 - Prob. 23.34PCh. 23.11 - Prob. 23.35PCh. 23.12A - Prob. 23.36PCh. 23.12A - Give an equation to show the reduction of Tollens...Ch. 23.12A - Prob. 23.38PCh. 23.12B - Prob. 23.39PCh. 23.12C - Prob. 23.40PCh. 23.12C - Prob. 23.41PCh. 23.13A - Prob. 23.42PCh. 23.15 - Cytosine, uracil, and guanine have tautomeric...Ch. 23.15 - a. An aliphatic aminoglycoside is relatively...Ch. 23.16C - Prob. 23.45PCh. 23 - Prob. 23.46SPCh. 23 - Prob. 23.47SPCh. 23 - Prob. 23.48SPCh. 23 - Prob. 23.49SPCh. 23 - Prob. 23.50SPCh. 23 - Prob. 23.51SPCh. 23 - Prob. 23.52SPCh. 23 - Prob. 23.53SPCh. 23 - Prob. 23.54SPCh. 23 - Prob. 23.55SPCh. 23 - Prob. 23.56SPCh. 23 - Prob. 23.57SPCh. 23 - Prob. 23.58SPCh. 23 - Prob. 23.59SPCh. 23 - Prob. 23.60SPCh. 23 - Prob. 23.61SPCh. 23 - Prob. 23.62SPCh. 23 - Prob. 23.63SPCh. 23 - Draw the structure of a four-residue segment of...Ch. 23 - Retroviruses like HIV, the pathogen responsible...Ch. 23 - Prob. 23.66SPCh. 23 - Prob. 23.67SP
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