Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
8th Edition
ISBN: 9780134581064
Author: Bruice, Paula Yurkanis
Publisher: Prentice Hall
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Chapter 20, Problem 59P
Interpretation Introduction

Interpretation:

The structures of two five-membered-ring lactones are to be drawn.

Concept Introduction:

The aldaric acid of D-glucose forms two five membered-ring lactones.

Aldaric acid, also known as saccharic acid is a poly hydroxy dicarboxylic acid that is formally produced by the oxidation of aldose at both terminals.  Aldaric acids are synthesized by the process of oxidation of aldose with nitric acid. These are also called sugar acids.

In these acids terminal hydroxyl and carbonyl groups of the sugars have been replaced by terminal carboxylic acids and are characterized by the formula COOH(CHOH)nCOOH.  Here, n is the number of carbon units present in the chain other than terminal carbons.

Lactones are cyclic compounds. These are formed by intramolecular esterification of the corresponding Saccharide units.

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H R Part: 1/2 :CI: is a/an electrophile Part 2 of 2 Draw the skeletal structure of the product(s) for the Lewis acid-base reaction. Include lone pairs and formal charges (if applicable) on the structures. 4-7: H ö- H Skip Part Check X :C1: $ % L Fi Click and drag to start drawing a structure. MacBook Pro & ㅁ x G 0: P Add or increase positive formal cha Save For Later Submit ©2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Cente

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Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap

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