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Thursday, July 5, 2018

SYNTHESIS OF BENZHYDROL (DIPHENYLMETHANOL)

  •  In a 1 -litre three- necked flask, equipped with a reflux condenser, a mechanical stirrer and a thermometer dipping into the reaction mixture, place 50 g (0.275 mol) of benzophenone, 500 ml of rectified spirit, 50 g of sodium hydroxide and 50 g (0.76 mol) of zinc powder. 
  • Stir the mixture; the temperature slowly rises to about 70 °C.
  • After 3 hours, when the temperature has commenced to fall, filter the reaction mixture with suction and wash the residue twice with 25 ml portions of hot rectified spirit.
  • Do not allow the residual zinc powder to become dry as it is flammable.
  • Pour the filtrate into 2 litres of ice water acidified with 100 ml of concentrated hydrochloric acid.
  • The benzhydrol separates as a white crystalline mass.
  • Filter at the pump and dry in the air.
  • The yield of crude benzhydrol, m.p. 65 °C, is 49 g.
  •  Recrystallise from 50 ml of hot ethanol and cool in a freezing mixture of ice and salt.
  •  Collect the colourless crystals and dry in the air; 36 g of pure benzhydrol, m.p. 68 °C, are obtained.
  •  Dilute the mother-liquor with water to precipitate the residual benzhydrol, and recrystallise this from a small quantity of hot alcohol.

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