Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16, Problem 28P
Interpretation Introduction

Interpretation:

The structure of glucuronide formed by the reaction of βD-glucuronic acid and phenol is to be drawn.

Concept Introduction:

The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and sugar molecule that has five-membered-ring is called furanose. A sugar molecule in which hydroxyl groups of first and sixth carbon atom are on the same side is known as α sugar, otherwise β sugar.

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d-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compounds by reacting with them in the liver to form glucuronides. Glucuronides are water soluble and, therefore, readily excreted. After ingestion of a poison such as turpentine or phenol, the glucuronides of these compounds are found in urine. Draw the structure of the glucuronide formed by the reaction of beta-d-glucuronic acid and phenol.
d-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compounds by reacting with them inthe liver to form glucuronides. Glucuronides are water soluble and, therefore, readily excreted. After ingestion of a poison such as turpentine or phenol, theglucuronides of these compounds are found in urine. Draw the structure of the glucuronide formed by the reaction of β-d-glucuronic acid and phenol.
Treating chitin with H2O, -OH hydrolyzes its amide linkages, forming a compound called chitosan. What is the structure of chitosan? Chitosan has been used in shampoos, bers for sutures, and wound dressings.
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