ORGANIC CHEMISTRY-STUDY GUIDE PACKAGE
ORGANIC CHEMISTRY-STUDY GUIDE PACKAGE
5th Edition
ISBN: 9781259964091
Author: SMITH
Publisher: MCG
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Chapter 31, Problem 31.23P
Interpretation Introduction

Interpretation: The structure of L is to be identified.

Concept introduction: Triacylglycerols are a type of lipids. They are composed of three fatty acids and glycerol. Simple triacylglycerol contains three same fatty acids while mixed triacylglycerol contains two or more different fatty acids. They are also known as triglycerides.

In the presence of ozone and CH3SCH3, oxidative cleavage occurs. In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide. This ozonide is reduced to form two carbonyl compounds in presence of CH3SCH3.

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Triacylglycerol L yields compound M when treated with excess H2, Pd-C. Ozonolysis of L([1) O3; [2] (CH3)2S) affords compounds N – P. What is the structure of L?
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give the IUPAC name of the product of 2-bromobutanal that is reacted w/ acidic aqueous KCN?

Chapter 31 Solutions

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