ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 23, Problem 23.54SP

(a)

Interpretation Introduction

To draw: The structure (using chair conformation of Pyranose) of 4-O-(α-D-glucopyranosyl)-D-galctopyranose.

Interpretation: The structure (using chair conformation of Pyranose) of 4-O-(α-D-glucopyranosyl)-D-galctopyranose is to be drawn.

Concept introduction: In a 1,4'-glycosidic linkage two glucose units are attached. The most common glycosidic linkage is 1,4' link. In this linkage, the anomeric carbon of one sugar is attached to the oxygen atom on C4 of the second ring.

In the structure (of 4-O-(α-D-glucopyranosyl)-D-galctopyranose 1,4'-glycosidic linkage is present.

(b)

Interpretation Introduction

To draw: The structure (using chair conformation of Pyranose) of α-D-fructofuranosyl-β-D-mannopyranoside.

Interpretation: The structure (using chair conformation of Pyranose) of α-D-fructofuranosyl-β-D-mannopyranoside is to be drawn.

Concept introduction: In a 1,1' linkage, the anomeric carbon of the first sugar is attached through an oxygen atom to the anomeric carbon of the second sugar.

This type linkage is found in like sucrose.

(c)

Interpretation Introduction

To draw: The structure (using chair conformation of Pyranose) of 6-O-(β-D-glucopyranosyl)-D-gulcopyranose.

Interpretation: The structure (using chair conformation of Pyranose) of 6-O-(β-D-glucopyranosyl)-D-gulcopyranose is to be drawn.

Concept introduction: In a 1,6' linkage the anomeric carbon of one sugar is attached to the oxygen of the terminal carbon (C6) of another sugar molecule. This linkage provides a different sort of stereochemical arrangement, because the hydroxy group on (C6) is one carbon atom removed from the ring.

Gentibose is a sugar with two glucose units joined by a β-1,6' glucosdic linkage.

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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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