QuestionStructure determination / oxidative cleavage
An unknown compound with molecular formula C₁₀H₁₄ decolorizes bromine in carbon tetrachloride. When treated with warm, concentrated potassium permanganate, this compound gives cis-cyclohexane-1,2-dicarboxylic acid and oxalic acid. The structure for the unknown compound is
- (a) trans-fused hexahydronaphthalene with one C=C in each ring
- (b) trans-fused 4a,5,6,7,8,8a-hexahydronaphthalene (conjugated diene in one ring)
- (c) cis-fused 4a,5,6,7,8,8a-hexahydronaphthalene (conjugated diene in one ring)
- (d) cis-fused hexahydronaphthalene with one C=C in each ring
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