Answered: b) Ozonolysis of an unknown alkene…

b) Ozonolysis of an unknown alkene yields the diketone shown in the scheme below. Suggest the structure of the alkene and give a reaction mechanism using curly arrows. 1) Og, -78°C 2) Ph3P

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.6: Sigmatropic Shifts

Problem 20.12P

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Concept explainers

Crystal Structures

Solids are present all around us. They have different properties and applications. Diamond and graphite are two well-known solids. Diamond is the hardest material in the world and is used in making jewelry. Graphite on the other hand is soft. The lead of your pencil is graphite. Why are they so different in appearance and properties despite the fact they are chemically the same? Both are allotropes of carbon. The answer lies in the structure, the way constituent particles are arranged in the solids.

Question

b)
Ozonolysis of an unknown alkene yields the diketone shown in the scheme
below. Suggest the structure of the alkene and give a reaction mechanism
using curly arrows.
1) O3, -78°C
?
2) Ph3P

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