540 



Dr. M. Simpson on the Action of 



[Dec. 15, 



trusted, and the difference between the urine of rabbits killed by cold and 

 all other rabbit's urine is so great that it is most distinctly perceptible (auf 

 das Entschiedenste fiihlbar) without any quantitative experiments." 



II. '^On the Action of Chloride of Iodine upon Organic Bodies.^' By 

 Maxwell Simpson, M.B., F.R.S. Received November 22, 

 1864. 



In a former communication * I stated to the Society that chloride of 

 iodine combines directly with ethylene and propylene gases. I have 

 since ascertained that it also directly combines with those radicals which 

 are at the same time both mono- and tri-atomic. Iodide of allyle and 

 bromide of aldehydene, having the desired atomicity, were the bodies I 

 selected for my experiments. 



Action of Chloride of Iodine on Iodide of Allyle. — In order to determine 

 the union of these bodies, it was simply necessary to mix and agitate them. 

 The chloride of iodine used was in the form of a watery solution. During 

 the agitation the mixture became warm, and assumed a dark colour from 

 the liberation of iodine. To complete the reaction, it was gently heated 

 over the lamp for a short time. By these means a dark oily liquid was 

 obtained, which was separated from the excess of chloride of iodine, washed 

 with dilute potash, then with pure water, and distilled. Almost the entire 

 liquid passed over between 190° and 215° Cent. The fraction distiUing 

 between 205 and 210 being very considerable in quantity, was collected 

 separately and analyzed, having been previously decolorized by agitation 

 with mercury. The numbers obtained correspond sufficiently well with the 

 formula Cg Hg CI2 1, as will be seen from the following Table : — 

 Theory. Experiment. 



' ^ 



Per cent. 



C3 36-00 15-06 15-49 



H. 5-00 2-09 2-25 



C\ 71-00 29-70 



I 127-00 53-15 



239-00 100-00 

 The excess of carbon is accounted for by the slight decomposition suf- 

 fered by the liquid during distillation, which was evidenced by the liberation 

 of iodine. 



This body I propose to call iodo-bichlor-allyle. It is a colourless oil, 

 is insoluble in water, and has a sweet and biting taste. The following 

 equation will explain the reaction which generates this body ; it is a case 

 of addition and double decomposition, C^ I + 2 CII = C^ CI, CI I + 1 1. 

 One equivalent of chloride of iodine converts, by double decomposition, the 

 * Proceedings, vol, xii. p. 278. 



