Two compounds A and B isolated from plants have the following chemical data. Determine the their structures from the data provided (and give the structures of their derivative C)

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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4. Two compounds A and B isolated from plants have the following chemical data. Determine the
their structures from the data provided (and give the structures of their derivative C)
A
H2
C
1. Оз
C15H28
А, С15Н24
C15H24
Pd/C
H
2. NaHSO3
В
H2
C
H.
C15H24
Pd/C
C15H28
A
HBr
Br
1. Оз
В, С15Н24
C15H24
2. NaHSO3
В
Br
HBr
C15H24
Transcribed Image Text:4. Two compounds A and B isolated from plants have the following chemical data. Determine the their structures from the data provided (and give the structures of their derivative C) A H2 C 1. Оз C15H28 А, С15Н24 C15H24 Pd/C H 2. NaHSO3 В H2 C H. C15H24 Pd/C C15H28 A HBr Br 1. Оз В, С15Н24 C15H24 2. NaHSO3 В Br HBr C15H24
Expert Solution
Step 1

The reaction of an alkene with O3 and NaHSO3 is the ozonolysis reaction. It oxidizes the double bond to form carbonyl compounds. To find the reactant of the ozonolysis product, bring the two carbonyl groups closer to each other and join them together with the double bond by eliminating oxygen.

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