Compound A has the formula C8H8. It reacts rapidly with

Chapter 8, Problem 8

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Compound A has the formula \(\mathrm {C_8H_8}\). It reacts rapidly with \(\mathrm {KMnO_4}\) to give \(\mathrm {CO_2}\) and a carboxylic acid, B \(\mathrm {(C_7H_6O_2)}\), but reacts with only 1 molar equivalent of \(\mathrm {H_2}\) on catalytic hydrogenation over a palladium catalyst. On hydrogenation under conditions that reduce aromatic rings, 4 equivalents of \(\mathrm {H_2}\) are taken up and hydrocarbon C \(\mathrm {(C_8H_{16})}\) is produced. What are the structures of A, B, and C? Write the reactions.

Equation Transcription:

Text Transcription:

C_8H_8

KMnO_4

CO_2

(C_7H_6O_2)

H_2

H_2

(C_8H_{16})

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