<2 Upon a Fourth Monohromplicnol. 



on one occasion to use the phosphorus in the reaction, whereby. 

 to my great surprise, I did not obtain smaller but larger quanti- 

 ties of the fourth monobromphenol. I therefore retained in the 

 future the above method, but without the addition of phosphor- 

 us ; and also, as it proved practical, I used in my work the 

 above-mentioned small quantities of the substance only, or the 

 double quantity at once. After completing the operation, the 

 raw product is poured into water ; the separated oil is washed 

 with water and a w T eak solution of carbonate of soda, then with 

 water again, and then dried and rectified. The following ob- 

 servations were made concerning the distillation : 



Up to 195° very little was distilled. That which boiled be- 

 tween 195° and 205° solidified in a freezing-mixture of ice and 

 common salt, partly ; that which boiled between 205° and 210°, 

 completely ; the remaining fractions, however, 210° to 225°, 

 225° to 235°; 235° to 238°, and 238° to 240°, did not solidify. 

 Above 240° nothing distilled ; from the residue in the jar, how- 

 ever, there could still be obtained, by distillation with aqueous 

 vapor, a thick yellowish oil, which curdled gradually at a low 

 temperature. 



From the fractions, 235° to 238°, and from 238° to 240°, 

 which behaved in precisely the same manner towards nitric 

 acid, I was able, by a repeated careful fractioning — that is, in 

 small portions — to separate the fourth monobromphenol of the 

 boiling-points 236° to 238°. The same cannot be distilled in a 

 pure state without decomposition, nor can it be rectified in large 

 quantities. In an experiment to rectify, with the usual pres- 

 sure, about 200 grammes of raw product, of the boiling-point 

 225° to 240°, the total quantity was entirely decomposed, with 

 the evolution of large quantities of hydrobromic acid and a 

 plentiful separation of coal. The product, distilled over in 

 small portions between 236° and 238°, gave the following analy- 

 tical data : 



(I.) 0.2989 gr. of substance furnished 45. 79 per cent. Br. 



(II.) 0.3144 gr. of substance furnished 41.10 per cent. C and 

 3.41 per cent. H. 



(III.) 0.3325 gr. of substance furnished 41. 14 per cent. C, and 

 3.16 per cent. H. 



(Calculation for C 6 H 4 ^ C, 41.02 per cent.; H, 2,89 pe r 



