4. Compound A has the formula C 8H 8.  It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid, B (C 7H 6O 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst.  On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C 8H 16) is produced.  What are the structures of A, B, and C.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
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4. Compound A has the formula C 8H 8.  It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid, B (C 7H 6O 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst.  On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C 8H 16) is produced.  What are the structures of A, B, and C.

QUESTION 4
Compound A has the formula C gH 8. It reacts rapidly with KMNO 4 to give CO 2 and a carboxylic acid, B (C 7H 60 2), but reacts with only 1 molar
equivalent of H 2 on catalytic hydrogenation over a palladium catalyst. On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H
2 are taken up and hydrocarbon C (C gH 16) is produced. What are the structures of A, B, and C.
CO,H
CO2H
A
C
A
B
A
B
C
OH
A
B
Туре: MC
Transcribed Image Text:QUESTION 4 Compound A has the formula C gH 8. It reacts rapidly with KMNO 4 to give CO 2 and a carboxylic acid, B (C 7H 60 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst. On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C gH 16) is produced. What are the structures of A, B, and C. CO,H CO2H A C A B A B C OH A B Туре: MC
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