Organic 2 Review Problem 214

Organic 2 Review Problem 214 - 198 PRACTICAL ORGANIC...

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198 PRACTICAL ORGANIC CHEMISTRY action of sodium hydroxide solution. Benzenediazonium chloride also undergoes direct reduction to phenylhydrazine C 6 H 5 N 2 Cl -f 2SnCl 2 + 4 HC1 = C,H 6 NH-NH 2 ,HC1 -f when treated with an acid solution of stannous chloride (e.g., a solution in hydrochloric acid) but the yields are not as high as those obtained by the above sulphonate method. Required: Aniline, 20 ml.; hydrochloric acid, 50 ml.; sodium nitrite, 17 g.; sodium carbonate (anhydrous) 17 g.; sodium sulphite (7H 2 O), 115 g First prepare a solution of benzenediazonium chloride from 20 ml. (20-5 g.) of aniline precisely as described in the preparation of chlorobenzene (p. 189), adding a solution of 17 g. of sodium nitrite in 40 ml. of water to a solution of the aniline in 50 ml. of concentrated hydrochloric acid and 50 ml. of water, the tempera- ture of the mixture being kept between 5° and 10°. While this solution is standing, dissolve 17 g. of anhydrous
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This note was uploaded on 09/19/2011 for the course CHM 2211 taught by Professor Castalleano during the Fall '06 term at University of Florida.

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