OF ARTS AND SCIENCES. 223 



crystalline after washing with alcohol, and separation from hot benzol. 

 The addition product from fraction 150—155° gave 53.33% Ilg ; cal- 

 culated for (C3[l7)2SIIgCI^, 51.41% Ilg. It was therefore probably 

 a mixture of propyl and butyl sulphides. From fraction 155 — 160° 

 the addition product with mercuric chloride gave upon analysis 49.44% 

 Ilg ; required for (C7ll9)2SHgCl2, 47.96% Ilg. It therefore still con- 

 tained a lower sulphide. On account of the small quantity that we 

 obtained of these products, we were unable to separate them more 

 completely. 



"We will next describe in detail the separation of the various 

 sulphides. 



Methyl Sulphide. 



Further attempts to separate the lower sulphides were made from 

 the crude naphtha distillate. We procured 250 litres of crude naphtha 

 from Findley oil that nearly all distilled below 150°, and agitated it 

 thoroughly in quantities of five litres each, with aqueous mercuric 

 chloride. The heavy flocculent precipitate that separated was sub- 

 jected to heavy pressure in a screw press, dried, and decomposed by 

 hydric sulphide in presence of alcohol. For the decomposition of 

 considerable quantities of the mercury addition product, vigorous agi- 

 tation was necessary, and the mercuric sulphide invariably separated 

 in the red modification. After filtration the alcoholic solution of the 

 oil was diluted with water, the oil collected in a separatory funnel, 

 washed, dried, and submitted to fractional distillation. It was nearly 

 colorless, with a specific gravity at 20° of 0.8543. Under atmospheric 

 pressure the decomposition was less marked than in the case of the oil 

 extracted with sulphuric acid. A small quantity of the oil was col- 

 lected below 50° that gave a percentage of sulphur corresponding to 

 methyl sulphide. 



0.1800 gr. of the oil gave by the method of Carius 0.6672 gr. BaSO^. 



Calculated for (CH3)2S. Foand. 



S 51.61 50.89 



Between 60° and 80° the quantity of distillate was too small to 

 prove the presence of methylethyl sulphide. Results of analysis 

 were intermediate between the requirements for methyl and ethyl 

 sulphides, but not sufficiently close for methylethyl sulphide. On 

 account of the great amount of labor involved in the separation of 

 these volatile oils, no further attempts were made to identify this 

 sulphide, especially as its presence was regarded as doubtful. 



