EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 14, Problem 14.45AP
Interpretation Introduction

Interpretation:

The structure of compound A is to be proposed with the help of given information.

Concept introduction:

Ozonolysis is the oxidative cleavage of the double bond, where C=C bond breaks and the formation of C=O bond takes place. During oxidative cleavage, the formation of ketone or aldehyde takes place. Lindlar catalyst contains palladium which is deposited on calcium carbonate. Lindlar catalyst is used for hydrogenation of alkynes or alkenes.

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Part II. two unbranched ketone have molecular formulla (C8H100). El-ms showed that both of them have a molecular ion peak at m/2 =128. However ketone (A) has a fragment peak at m/2 = 99 and 72 while ketone (B) snowed a fragment peak at m/2 = 113 and 58. 9) Propose the most plausible structures for both ketones b) Explain how you arrived at your conclusion by drawing the Structures of the distinguishing fragments for each ketone, including their fragmentation mechanisms.
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