522 Vogt and Kalle on some new Organic Compounds. 



C 12 H 5 "| 



hydrogen, and so forming a body jj >-S 2 4 , which, on 



Kolbe's view, would be an aldehyde derived from sulphuric acid. 

 He found that the chloride was in fact reduced, but that the re- 

 duction went further, and yielded a new body, C 12 H 6 S 2 . This is 

 a volatile stinking liquid, resembling mercaptan, and which, in 

 contact with oxide of mercury, forms a body, C 12 H 5 H&S 2 . 



This body is, in fact, the mercaptan of an alcohol, C 12 H 6 O 2 , 

 which is the next lower homologue of the alcohol of benzoic acid, 

 C 14 H 8 2 . This latter body is usually called toluylic alcohol 

 by continental chemists, and the hitherto hypothetical alcohol, 

 C 12 H 6 2 , which is isomeric with phenylic alcohol, is called 

 benzylic alcohol. 



By treating the new sulphur-alcohol with pentachloride of 

 phosphorus, Vogt obtained a chloride with an odour like chlo- 

 ride of toluyle, and which is probably chloride of benzyle, 

 C l2 H 5 Cl; from this he hopes to get the alcohol C 12 H 6 2 , and 

 the acid C l2 H 4 4 . This latter, it may be observed, would be 

 isomeric, and probably identical with Fronde* s new acid. 



Kalle had investigated the action of chloride of benzoyle on 

 zinc-ethyle, and had obtained a body, C ,8 H 10 O 2 , which was a 



C 12 H 5 1 



mixed acetone, /-14TT5 fC 2 2 . The publication of Freund's re- 

 searches caused a discontinuance of these experiments. He 

 tried the action of zinc-ethyle on the body (C 12 H 5 ) (S 2 4 ) CI, 

 by which he hoped to obtain a body of the nature of an acetone, 



C 12 HH 

 but containing sulphur, n4jr^ f S 2 4 . The two bodies, in 



fact, readily mix and form a solid white mass, which appears to 

 be a compound of chloride of zinc and the new body. When 

 this mixture is dissolved in water and evaporated, a new substance 

 is obtained. This is not the above body: it has the formula 

 C 12 H 6 S 2 O 4 , and Kolbe regards it as an aldehyde analogous to 

 hydride of benzoyle : 



cl2 ^ 5 |s 2 o 4 cl2 ** 5 jc 2 o 2 



New Body. Benzoic aldehyde. 



Its formation might be represented by supposing that the 

 acetone had first been formed, and that then this body had been 

 decomposed by the action of water. Thus : 



^4H5Vs 2 4 + 2IIO== C12 j I I 5 |s 2 4 + C 4 H 5 OHO. 



Pfaundler has examined the action of pentachloride of phos- 

 phorus on camphor*. When equivalents of these substances 

 * Liebig's Annalen, July I860. 



