Student's Solutions Manual for Organic Chemistry
Student's Solutions Manual for Organic Chemistry
9th Edition
ISBN: 9780134160375
Author: Leroy G. Wade, Jan W. 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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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage

Chapter 23 Solutions

Student's Solutions Manual for 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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