Jpona Foiirth Monobromphenol. 



Upon a Fourth Monubruniphennl. 75 



would have to furnish 29.93 per cent. C, and 1.45 per 

 cent. H. Accordingly, we have a molecular compound of 

 monobrom-nitro- and dinitro-pkenol. In spite of the somewhat 

 low numbers for carbon and the single analysis, I must uphold 

 the existence of this compound, because, as aforesaid, a pure 

 preparation of it is very difficult. I succeeded, however, in pre- 

 paring from it, in two ways, a well characterized monobrom- 

 dinitro-phenol. which proved to be isomeric with the above 

 mentioned bodies. 



If the monobrom-nitro-dinitro-phenol is heated with nitric 

 acid of 1.5 spec, gr., a further nitration ensues by the splitting 

 into two molecules of monobrom-dinitro-phenol. This can be 

 easily separated from the raw product by water, and can be 

 obtained from alcohol in solid yellow prisms that melt at 108° 

 to 110°. They are not soluble in water, and are hard to dis- 

 solve in alcohol. The same body is also obtained by boiling the 

 molecular combination for some time with baryta-water, filtering 

 when hot, and decomposing the filtered residue with hydro- 

 chloric acid. The compound subsequently recrystallized from 

 alcohol, showed the same melting-point (108° to 109°) and the 

 same aspect, as also the same behavior. 



(I. ) 0.1976 gr. gave 27.60 per cent. C, and 1.73 per cent, Ii. 



(II.) 0.2774 gr. gave 30.71 per cent. Br. 



(Calculation for C 6 H 2 Br (N0 2 ) a OH : O = 27.37 percent. ; 

 H = 1.14 per cent., and Br. = 30.42 per cent.) 



Once I obtained, also, the same substance (melting-point 

 110° to 111°), by dissolving a bromphenol boiling at 238° to 240° 

 in a little acetic acid, and then treating it with nitric acid of 

 1.5 sp. gr. in great excess ; of this product, however, I have not 

 been able to make any analysis. 



We might now have expected, that if monobrom-dinitro-phenol 

 was separated from the above-mentioned molecular combination 

 by hydrate of barium, monobrom-dinitro-phenol would be found 

 in the mother-lye of the separated dinitro-product as the second 

 product of this treatment. This, however, is not the case ; the 

 latter (the mother-lye) contains, strange to say, a new and in- 

 deed more constant molecular combination, of the melting-point 

 68° to 70°. It consists of two molecules of monobrom-nitro- 



