Organic Syntheses by Unknown
page 79 of 106 (74%)
page 79 of 106 (74%)
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with sodium sulfite. No improvement in the quality or quantity
of the product was obtained by using zinc and acetic acid. It is best to use freshly prepared sodium sulfite for the reduction, since the commercial quality is poor and gives a lower yield of phenylhydrazine. A cylinder of liquid sulfur dioxide should, of course, be available. The rapid addition of the diazonium salt solution to the sodium sulfite seems to be advantageous. Pure phenylhydrazine dissolves in dilute acetic acid to yield a perfectly clear solution. The phenylhydrazine hydrochloride may be purified by crystallizing from water. A 600-cc. portion of water is used for 100 g. of crude hydrochloride, and the solution boiled a short time with a few grams of animal charcoal. After filtering, 200 cc. of concentrated hydrochloric acid are added, and the mixture cooled to 0'0. Pure white crystals in a yield of 85-90 g. are obtained. Rubber gloves should be worn when working with large quantities of phenylhydrazine, since the product may cause serious injury to the skin. The vapors of phenylhydrazine should not be inhaled. 3. Other Methods of Preparation Phenylhydrazine has been prepared by the reduction of benzene diazonium salts with sulfites;[1] by the reduction of benzene diazonium |
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