344 PROCEEDINGS OP THE AMERICAN ACADEMY 



5.0 grm. 8 chlorpyromucic acid. 

 12.2 grm. /38 dichlorpyromucic acid. 



2.7 grm. x dichlorpyromucic acid. 

 16.1 grm. ethyl x dichlorpyromucate. 



If pyromucyl chloride is treated with chlorine at 0°, the chlorine is 

 absorbed very slowly, but the gain in weight finally approximately cor- 

 responds with that required for the formation of a tetrachloride. If 

 the tetrachloride is distilled under ordinary pressure, only an inconsid- 

 erable carbonaceous residue is left in the retort, and after repeated 

 distillations through a Hempel's columu under ordinary pressure 

 a product is obtained which, when treated with water, yields the 

 /J8 dichlorpyromucic acid and the x dichlorpyromucic acid. While 

 the yield of the /SS dichlorpyromucic acid thus obtained is somewhat 

 greater than that obtained from the ethyl pyromucic tetrachloride, the 

 yield of the x dichlorpyromucic acid is much smaller. 



By treating ethyl 8 chlorpyromucate in the cold with chlorine, and 

 distilling the addition product thus formed under ordinary pressure, we 

 also obtained the (38 dichlorpyromucic acid. While the yield was 

 somewhat larger than that obtained from the ethyl pyromucic tetra- 

 chloride, it did not repay us for the loss of time and material involved 

 in making the 8 chlorpyromucic acid. Moreover, to our surprise, we 

 could obtain in this way none of the crystalline ethyl x dichlorpyro- 

 mucate. 



/38 Dichlorpyromucic Acid. 



The acid whose preparation has just been described can most readily 

 be purified by repeated precipitation from ammoniacal solution with 

 calcic chloride, and recrystallization from chloroform. The acid thus 

 purified gave on analysis the following results : 



I. 0.2577 grm. substance gave 0.3129 grm. C0. 2 and 0.0259 grm. H 2 0. 

 II. 0.1933 grm. substance gave 0.3053 grm. AgCl. 



Calculated for Found. 



C 5 U 2 C10 3 . I. II. 



C 33.15 33.11 



H 1.10 1.12 



CI 39.22 39.04 



/3S dichlorpyromucic acid is readily soluble in ether or alcohol. It 

 dissolves readily in hot water, benzol, or chloroform, and the greater 

 part of the acid is in each case deposited on cooling in oblique prisms, 

 which are frequently twinned in forms which can hardly be distin- 



