ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 12, Problem 49P
Interpretation Introduction

(a)

Interpretation: Compound A is to be identified.

Concept introduction: 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.

Interpretation Introduction

(b)

Interpretation: Compounds B and C are to be identified.

Concept introduction: Terminal alkynes can be converted into internal alkynes by forming new CC bond. This bond is formed by treatment of alkyne by strong base and alkyl halide.

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkyne is reduced to alkane. In this reaction, two weak pi bond of alkyne and sigma bond between H2 is broken and four CH bonds are formed.

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ORGANIC CHEMISTRY

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