22 



methyl alcohol but, as the washings remained turbid for several 

 days, they were not added to the original solution. 



The first benzin deposit contained more substance insoluble 

 in methyl alcohol than the second deposit, otherwise no differ- 

 ence appeared, therefore their products were combined as methyl 

 alcohol-soluble and methyl alcohol-insoluble substances. About 

 half of the methyl alcohol-insoluble was soluble in ether, the 

 remainder apparently having undergone some change during 

 manipulation with the methyl alcohol. This theory is supported 

 by the fact that the methyl alcoholic solution slowly deposits on 

 standing. A similar condition was also observed when a por- 

 tion of the original alcoholic residue was precipitated with pe- 

 troleum benzin as a small portion of this also remained insoluble 

 in ether. In fact all of the substances so far separated are evi- 

 dently slowly oxidized, as all solutions except the petroleum 

 benzin solution on standing for weeks form a slight insoluble 

 deposit ; and while the soluble benzin portion apparently remained 

 unchanged, yet on largely diluting with benzin it again became 

 cloudy ; whereas previously it remained clear under similar condi- 

 tions. 



Three samples of the benzin soluble substance were placed 

 in small colorless glass vials. No. I was corked and wrapped 

 in black paper, No. 2 was merely corked and No. 3 was loosely 

 closed with cotton. All were placed on a shelf exposed to strong 

 light and allowed to remain for 10 months. When they were 

 tested as to their solubilities Nos. i and 2 dissolved readily in ben- 

 zin but, on diluting with a large amount of benzin, became cloudy 

 and upon standing, formed a slight deposit. That from No. I, 

 being a little larger than from No. 2, would indicate that the 

 reducing action of light has a tendency to prevent the change. 

 No. 3 became quite thick but was still fluid. Only a small part 

 was soluble in benzin. 



SOLUBILITY OF THE SUBSTANCES SEPARATED FROM THE ALCOHOLIC 



RESIDUE. 



The part soluble in benzin was also soluble in ether, chloro- 

 form, alcohol, methyl alcohol, amyl alcohol, carbon disulphide, 

 toluol, oxylol, acetone, toluidin, pyridin, quinolin, carbon tetra- 

 chloride, amyl acetate, acetic ether, nitro benzol, turpentine oil, 

 acetic acid and 80% solution of chloral hydrate. 



