46 PROCEEDINGS OF THE AMERICAN ACADEMY. 



oxime in a granular condition. This granular precipitate was at once 

 removed by filtration, well washed with cold water, and dried over 

 sulphuric acid. 



I. 0.2397 grm. substance gave 0.1 575 grm. C0 2 and 0.0415 grm.H 2 0. 

 II. 0.3133 grm. substance gave 0.2043 grm. C0 2 .* 

 III. 0.2524 grm. substance gave 0.3481 grm. AgBr. 



d. 



in. 



58.68 



This oxime is readily soluble in alcohol or ether, and but sparingly 

 soluble in chloroform or benzol. In cold water it is also sparingly 

 soluble, but dissolves readily on boiling. If the hot solution is imme- 

 diately cooled the oxime anhydride separates, but otherwise the acid 

 ammonium salt of dibrommaleic acid is formed, and remains in solution. 

 The oxime has no definite melting point, but is evidently converted 

 into the anhydride by heat. It usually melts, at least in part, at about 

 90°, but this point varies with the rate of heating. 



Mucobromoxime Anhydride, C 4 HBr 2 N0 2 . — Under ordinary condi- 

 tions the only product formed by the action of hydroxylamine or its 

 hydrochlorate upon mucobromic acid is the anhydride of the oxime. 

 Moreover, if in the preparation of the oxime by the method just 

 described the precipitated substance is allowed to stand for several 

 hours in the mother liquor, the anhydride is formed. The material 

 used in Analysis III. was made by the action of hydroxylamine hydro- 

 chlorate upon a solution of mucobromic acid in strong methyl alcohol ; 

 for the other determinations, preparations were employed which had 

 been made in a solution in dilute methyl alcohol with the addition of 

 one equivalent of sodic carbonate. In each case the reaction ran 

 rapidly at ordinary temperatures, and the anhydride which separated 

 was washed well with cold water, and dried over sulphuric acid. 



I. 0.2927 grm. substance gave 0.4334 grm. AgBr. 

 II. 0.2393 grm. substance gave 0.3547 grm. AgBr. 

 in. 0.1801 grm. substance gave 0.2670 grm. AgBr. 

 IV. 0.2014 grm. substance gave 10.0 c.c. of moist nitrogen at 19° and 



under a pressure of 753 mm. 

 V. 0.3127 grm. substance gave 14.5 c.c. of moist nitrogen at 15° and 

 under a pressure of 764 mm. 



* The hydrogen in this combustion was lost. 



