200 PRACTICAL ORGANIC CHEMISTRY solution undergo loss of nitrogen with the formation of the corresponding biphenyl derivative. The yield depends largely on the diazotised amine employed, but anthranilic acid (I) gives biphenic acid (III) or (biphenyl-2,2'-dicarboxylic acid) in high yield. The reaction may often be promoted by COOH rCOOH 1-NH 2 ^ JJ-N 2 Cl COOH (IU) cuprous chloride, but this reagent tends to contaminate the product with the chloro-compound corresponding to the amine employed (Sandmeyer's reaction, p. 189). Required: Anthranilic acid, 20 g. anhydrous sodium car-bonate, 7-5 g.; sodium nitrite, 12 g.; concentrated hydrochloric acid, 190 ml.; crystalline copper sulphate, 50 g.; concentrated ammonia, 85 ml.; hydroxylamine hydrochloride, 14-5 g. (or hydroxylamine sulphate, 17-4 g.); acetic acid, 10-20 ml. (A) Diazotisation of Anthranilic Acid. Dissolve 20 g. of anthranilic acid in a solution of 7-5 g. of anhydrous sodium car-bonate in 200 ml. of water contained in a 400 ml. beaker. (The
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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.