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Benzil – Benzilic Acid Rearrangement
(a) Prep. of benzil by oxidation of benzoin by nitric acid (b) Benzil, an ® , ¯ - diketone undergoes rearrangement to benzilic acid. Fisher: Indole Synthesis: Preparation of 1.2.3.4 – tetrahydrocarbazole. This compound is prepared according to the Fisher indole synthesis starting from phenylhydrazine and cyclohexanone. Diazotization: Forming a diazonium salt from an appropriate primary aromatic amine in the presence of HNO2. Preparation of P - Iodonitrobenzene: By Irradiation with Sunlight OR By Reductive Coupling Prep. of Benzopinacol from benzophenone by reductive coupling MOLECULAR REARRANGEMENT Pinacol – Pinacolone – rearrangement (a) Prep. of benzopinacol REIMER – TIEMANN REACTION Prep. of β-hydroxynapthaldehyde from β-napthal PERKIN REACTION ALDOL CONDENSATION AND EPOXIDATION
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