(Solution) - A hydrocarbon A C9H12 is treated with A bromosuccinimide in CCl4 in -(2025 Original AI-Free Solution)

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Academic Level: Undergrad. (yrs 3-4)

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A hydrocarbon A, C9H12, is treated with
A-bromosuccinimide in CCl4 in the presence of peroxides to give a compound B, C9H11Br. Compound B undergoes rapid solvolysis in aqueous acetone to give an alcohol C,C9H12O, which cannot be oxidized with CrO3 in pyridine. Vigorous oxidation of compound A with hot chromic acid gives benzoic acid, PhCO2H. Identify compounds A-C.