DE. A. W. HOFMANN ON THE PHOSPHOEUS-BASES. 
439 
Transformations precisely similar are observed when the crystals of the urea, in sealed 
tubes, are exposed to a temperature of from 150° to 160°. The brown fused mass 
which is thus formed, solidifies on cooling with crystalline structure ; the crystals, how- 
ever, are no longer the original compound, but sulphide of triethylphosphine, wliich is 
surrounded by another substance. The examination of this reaction has not yet been 
completed. The nature of the final products of the metamorphosis may, however, be 
anticipated in some measure by the results obtained in studying the deportment of 
triethylphosphine with siilphocyanate of ethyl and sulphocyanate of ethylene^ which will 
be briefly mentioned in some of the following paragraphs. 
Action of Sulphocyanate of Allyl upon Triethylphosphine. 
To generahze the relations established in the preceding paragraph, I was induced to 
examine the deportment of the phosphorus-base with oil of mustard. The two bodies 
act upon each other with extraordinary ^iolence ; the mixture turns brown, but does 
not solidify either by cooling or by agitation. After some days, however, the syrup 
fields brown crystals which are difficult to purify. The purification of the compound 
succeeds, however, without any difficulty when the reaction is allowed to take place in 
ether. In this manner a crystalline mass is easily obtained, which requires only to be 
washed with cold ether, and then once recrystallized from boiling ether. 
0-3623 grni. of the substance, dried over sulphuric acid in vacuo., gave 0-7368 grm. of 
carbonic acid and 0-3040 grm. of water. 
The formula 
^10 
requires the following values 
H 20 NPS 
(C S)" 
(C,PI,)(C,HJ 
Up 
ij 
Theory. 
Experimen 
^10 
120 
55 - 30 ' 
55-46 
H,„ 
20 
9-21 
9-32 
N 
14 
6-45 
P 
31 
14-29 
S 
32 
14-75 
217 
100-00 
The allyl-compound behaves in all respects like the phenyl-compound. It is insoluble 
in water, but easily soluble in alcohol ; the solution has a faintly alkaline reaction. It 
fuses at 68° and solidifies at 61°. At a higher temperature, it is decomposed ex-actly 
like the phenyl-compound. In this case also, a peculiar, and if possible, still more 
repulsive odour is evolved, while crystals of sulphide of triethylphosphine separate in 
large quantity. 
The allyl-compound crystallizes with extraordinary facility. There is no difficulty in 
obtaining it in colourless transparent crystals half an inch in length, and perfectly deve- 
