- Prepartion of 2,2-Dichloroethanol
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(CAS NO.: ), with other names like , 2,2-dichloro-, could be produced through the following synthetic methods.
A 1-l. three-necked flask having ground-glass joints is fitted with an efficient reflux condenser, a dropping funnel, and a mercury-sealed stirrer, and all exits are protected by drying tubes. In the flask are placed 300 ml. of rigorously dried ether and 13.6 g. (0.36 mole) of pulverized lithium aluminum hydride. After the mixture has been stirred for 15 minutes, a milky suspension is produced. A solution of 88.6 g. (0.60 mole) of dichloroacetyl chloride in 75 ml. of dry ether is added from the dropping funnel at a rate such as to produce gentle reflux. The process is completed in about 2.5 hours.
Agitation is continued for 30 minutes after all the chloride has been introduced, and the excess hydride is then destroyed by the careful, dropwise addition of water to the stirred and cooled reaction mixture. The hydrolysis is accompanied by the formation of a white curdy mass of aluminum hydroxide, and the mixture has a semisolid consistency when the hydride has been completely decomposed. With constant stirring, 500 ml. of 10% sulfuric acid is then added slowly to the mass. Stirring is continued for 30 minutes, and the solution becomes clear during this period.
The ether layer is separated, and the solvent is removed by distillation under atmospheric pressure, and the dark-colored residue is fractionated under reduced pressure through a 25-cm. column packed with glass helices. The fraction boiling at 37–38.5°/6 mm. is collected; it weighs 44–45 g. (64–65%); nD25 1.4626; d425 1.404.Notice: This procedure should be carried out in a good hood, and a spark-proof motor should be used.
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