JACKSON, DUNLAP. — BROMINE DERIVATIVES OF RESORCINE. 231 



Dibromresorcine Diethylether, C 6 H 2 Br 2 (OC 2 H 5 ) 2 . 

 Resorcine diethylether, prepared by Pukall's method,* was dis- 

 solved in glacial acetic acid and bromine added to it until no more 

 was taken up and a yellow color appeared in the solution. Crystals 

 were soon seen to separate, and these were recrystallized from alcohol 

 until they showed a constant melting point, when they were dried in 

 a desiccator and analyzed with the following results: — 



I. 0.2262 gram substance gave, according to the method of Carius, 

 0.2644 gram of argentic bromide. 

 II. 0.2272 gram substance gave 0.2628 gram of argentic bromide. 



Calculated for Found. 



C 6 H 2 Br„(0C 2 H 5 ) 2 . I. II. 



Bromine 49.38 49.74 49.22 



Properties. — The dibromresorcine diethylether crystallizes in white 

 silky felted long slender prisms terminated by one plane nearly at 

 right angles to the sides; they melt at 99°-100°, and are slightly 

 soluble in hot water ; readily soluble in ether, benzol, and carbonic 

 disulphide ; very soluble in acetone and chloroform ; also soluble in 

 ligroin. Alcohol is the best solvent to use in purification. 



In a sealed tube at 100° sodic ethylate does not react with dibrom- 

 resorcine diethylether, nor was any action observed until the tube was 

 heated to 200°, when, upon distillation of the product with steam, a 

 few oil drops passed over. This experiment shows that the dibrom- 

 resorcine diethylether is no more reactive than symmetrical tribrom- 

 benzol, if in fact as much so, since Blau has converted this latter 

 substance, by heating it at 120°-130° with sodic methylate, into di- 

 bromphenol and its methylether.f As the interest in this work lay 

 in the study of the effect of other radicals on the atoms of bromine 

 rather than in the nature of the compounds formed, it was not thought 

 worth while to spend the time necessary to prepare the product in 

 quantity sufficient for its identification. 



Dibromresorcine diethylether does not react with aniline in a sealed 

 tube at temperatures ranging from 150° to 175°, and sodic phenolate 

 at 230° also seems to have no effect upon it. It cannot therefore be 

 called a very reactive substance. 



Tribromresorcine Diethylether, C 6 HBr 3 (OC. 2 H 5 ) 2 . 



The crystals of dibromresorcine diethylether were treated with an 

 excess of bromine, and then heated upon a steam bath until the excess 



* Ber. d. ch. G., XX. 1141. t Monatsh. f. Chcm., VII. 630. 



