Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 23, Problem 23.59SP

(a)

Interpretation Introduction

To determine: The structure of Daldopentoses that will give optically active aldaric acids on oxidation with HNO3.

Interpretation: The structure of Daldopentoses that will give optically active aldaric acids on oxidation with HNO3 are to be stated.

Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.

(b)

Interpretation Introduction

To determine: The structure of Daldotetroses that will give optically active aldaric acids on oxidation with HNO3.

Interpretation: The structure of Daldotetroses that will give optically active aldaric acids on oxidation with HNO3 are to be stated.

Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.

(c)

Interpretation Introduction

To determine: The structure of given aldohexose X.

Interpretation: The structure of given aldohexose X is to be stated.

Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.

(d)

Interpretation Introduction

To determine: If the given information contradicts the principle that optically inactive reagents cannot form optically active products.

Interpretation: The validation of the statement that optically inactive reagents cannot form optically active products for the given information is to be stated.

Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.

(e)

Interpretation Introduction

To determine: The aldotetrose product obtained after the further degradation of aldopentose and the product formed after the oxidation of the degraded product using nitric acid.

Interpretation: The aldotetrose product obtained after the further degradation of aldopentose and the product formed after the oxidation of the degraded productusing nitric acid. is to be stated.

Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.

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A D-aldopentose A is reduced to an optically active alditol. Upon Kiliani–Fischer synthesis, A is converted to two D-aldohexoses, B and C. B is oxidized to an optically inactive aldaric acid. C is oxidized to an optically active aldaric acid. What are the structures of A–C?
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Chapter 23 Solutions

Organic Chemistry (9th Edition)

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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