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 Production Method of Tetralin hydroperoxide
  • Production Method of Tetralin hydroperoxide
  • Tetralin hydroperoxide (CAS NO.: ), with other names as Hydroperoxide, (1,2,3,4-tetrahydro-1-naphthyl)-, could be produced through the following synthetic routes.

    Production Method of Tetralin hydroperoxide

    In a 1-l. round-bottomed three-necked flask, equipped with a thermometer, a reflux condenser, and two fritted-glass gas dispersion tubes, is placed 600 g. (4.54 moles) of pure tetralin. The flask is placed in a constant-temperature bath at 70°, and a finely dispersed stream of oxygen is passed through the tetralin until the peroxide content of the reaction mixture is 25–30% as shown by an active oxygen content of 2.4–2.9%. This oxidation requires 24–48 hours. The reaction mixture is then distilled in an all-glass apparatus at 0.2–0.4 mm. through a 60 by 2.5 cm. Vigreux column, until a pot temperature of 70° is reached. About 370–380 g. of unoxidized tetralin, boiling at 32–45°/0.2–0.4 mm., is recovered. The pot residue is a slightly viscous amber-colored oil which weighs 225–235 g. and consists of about 80% tetralin hydroperoxide. To obtain the pure hydroperoxide the residue is dissolved in 450 ml. of toluene and the solution is cooled to -50° with stirring. After standing at -50° for 1 hour, the slurry is separated by suction filtration and the precipitate is dried at room temperature at 1–2 mm. There is thus obtained 120–125 g. of moderately pure tetralin hydroperoxide, m.p. 50.2–52.0°, active oxygen content 9.20%. Recrystallization from 480 ml. of toluene at -30° yields 80–85 g. (44–57% yield based on the peroxide content of the oxidized tetralin) of pure tetralin hydroperoxide as a colorless solid, m.p. 54.0–54.5°, active oxygen content, 9.70%.


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