Upon a Fourth Monobromphenol. 71 



Very interesting and important, as an illustration io my own 

 experiments, is the fact that, according to Fittig and Mager,* 

 all the three mentioned bromphenols, by melting with potassic 

 hydrate (besides some pyro-catechiu) form chiefly resorciu 



(m — dioxy benzol.) We shall see, that also, the new isomere 

 prepared by me forms no exception to this behavior. 



For the preparation of a fourth monobromphenol, I tried at 

 first by a method analogous to that used in the preparation of 

 the new isomeresf formerly discovered by me, to let bromethyl 

 act on phenol. I had, however, to learn that such action was 

 of no practical value, and if ever it took place the process was 

 very slow. The reaction succeeded better when I prepared syn- 

 thetically the bromethyl in a mixture with phenol, by adding 

 bromine to the alcoholic solution of the latter, after having 

 introduced a corresponding quantity of amorphous phosphorus. 

 Finally an accident taught me that the amorphous phosphorus 

 was not only superfluous for the reaction, but unprofitable. 



Accordingly, I first prepared the fourth monobromphenol ac- 

 cording to the following method ; afterward, however, I omitted 

 the amorphous phosphorus from the mixture that was in other 

 respects the same. 



FOUETH MoXOt5ROMPHEXOL. 



Ten gr. phenol are dissolved in 10 gr. absolute alcohol ; then 

 mixed with 3 gr. amorphous jmosphorus, and then 17 gr. bro- 

 mine are added, through a funnel-slmped capillary tube, cooling 

 at the same time with cold water. . Without the application of 

 the capillary tube, even when the bromine is poured in by drops, 

 a very violent reaction takes place, with a considerable elevation 

 of. temperature, which prevents the formation of the new body. 

 It is expedient to see that the temperature of reaction does not 

 exceed 20° ; with reference to which point, however, I may ob- 

 serve that I have never noted the formation of an isomeric 

 bromphenol, even at a somewhat elevated temperature. After 

 having worked for some time according to this method, 1 forgot 



- Jahresb. d. Chem.. 1875, 416, etc. 



f Journal f. prakt. Chem. (2), 17, 181 ; (2) 21, 1. 



