An unknown hydrocarbon decolorizes bromine in CCL4, and it undergoes catalytic reduction to give cis-decalin. When treated with warm, concentrated potassium permanganate, this compound gives cis-1,2-cyclohexanedicarboxylic acid. Propose a structure for the unknown compound. H2, Pt unknown compound KMNO4 COOH (wam, conc.) НООС—СоОн COOH

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An unknown hydrocarbon decolorizes bromine in CCl4CCl4, and it undergoes catalytic reduction to give cis-decalin. When treated with warm, concentrated potassium permanganate, this compound gives cis-1,2-cyclohexanedicarboxylic acid. Propose a structure for the unknown compound.

An unknown hydrocarbon decolorizes bromine in CCl4, and it undergoes catalytic reduction to give cis-decalin. When treated with warm, concentrated
potassium permanganate, this compound gives cis-1,2-cyclohexanedicarboxylic acid. Propose a structure for the unknown compound.
H2, Pt
unknown
compound
KMNO4
COOH
(wam, conc.)
+
НООС— СООН
'COOH
Transcribed Image Text:An unknown hydrocarbon decolorizes bromine in CCl4, and it undergoes catalytic reduction to give cis-decalin. When treated with warm, concentrated potassium permanganate, this compound gives cis-1,2-cyclohexanedicarboxylic acid. Propose a structure for the unknown compound. H2, Pt unknown compound KMNO4 COOH (wam, conc.) + НООС— СООН 'COOH
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