492 



observed. From a concentrated solution, the base is separated with- 

 out change ; but when dilute and hot solutions are employed, the 

 turbidity at first produced disappears, and after a few minutes beau- 

 tiful crystals of phenyl-sulphocarbamide (C u H 8 N 2 S 2 ) * make their 

 appearance ; at the same time the odour of triethylphosphine be- 

 comes perceptible. 



With potassa the deportment is perfectly analogous, but the cry- 

 stals formed after some time are diphenyl-sulphocarbamide (sulpho- 

 carbanilide, C 26 H 12 N 2 S 2 ) instead of phenyl-sulphocarbamide. 



On adding to an ethereal solution of the urea a few drops of bisul- 

 phide of carbon, the liquid, when gently heated, assumes a deep 

 crimson colour, and deposits, on cooling, the beautiful compound 

 (C 4 H 5 ) 3 P, C 2 S 4 , which I have described some time agof. The 

 mother-liquor yields on evaporation oily drops of sulphocyanide of 

 phenyl. 



The deportment of triethylphosphine with sulphocyanide of 

 phenyl induced me to investigate the action of this body upon several 

 other sulphocyanides. The substance which at once suggested itself 

 for examination was sulphocyanide of allyl, mustard-oil. This com- 

 pound reacts most powerfully with the phosphorus-base. On mixing 

 the two bodies, a powerful evolution of heat takes place, and the 

 mixture assumes a deep brown colour, but does not solidify either on 

 cooling or on agitation. After several days' standing, however, very 

 large well-defined crystals are deposited which unfortunately are con- 

 taminated with the brown colouring matter of the solution. I have 

 not yet succeeded in getting them perfectly white, and have there- 

 fore not analysed them. Their formation, however, and their general 

 characters leave no doubt that they are the corresponding allyl- 

 compound, 



C 



(C 2 S 2 )" ] 

 H 20 NPS 2 = (C 4 H 5 ) 2 iNP. 

 (C 4 H 5 )(C 6 H 5 )J 



Triethylphosphine has remained in contact with sulphocyanide of 

 ethyl for more than a month without depositing any crystals. 

 A priori, however, the formation of an urea under these circumstances 

 was doubtful, since sulphocyanide of ethyl differs from the corre- 

 sponding phenyl- and allyl-compounds, even in its deportment with 

 ammonia and the monamines. 



* Proceedings of the Royal Society, vol. ix. p. 276. t Ibid. p. 290. 



