64 JOURNAL OF THE 



formed, the impure product was distilled with steam. The residue 

 in the flask was then exhausted with ether, the ethereal solution 

 treated with animal charcoal and dried. After evaporation of the 

 ether a yellow oil remained. It was easily soluble in ether and so- 

 lidifies at . It cannot be distilled however without decomposi- 

 tion. As bye-product a few yellow crystals, probably the diiodide, 

 were formed. In preparing iodthiophen a large amount of diiod- 

 thiophen is always obtained as bye-product. That the analogous 

 compound appears in this case only in traces speaks for the difii- 

 culty of substituting the hydrogen atom in the y position of the 

 thiophen. 



Analysis. - 0.1617 g. substance gave 0.1184 g- Agl, corresponding to 

 0.06351 g. I. and 0.1120 g. BaS04 corresponding to 0.01538 

 g. S. Hence p. c. I. =39.27; p. c. S = 9. 54; calculated for 

 C4H0S. ChHi-I. p. c. I =39-44; P- c. S =9-94- 



Specific Gravity Determination. — Weight of Iodthiophen in picnometer = 

 0.1380, weight of water ^ 0.1094. Specific Gravity (water 

 at 20) = 1. 2614. 



An attempt to prepare an octylthiophen sulphonic acid by treat- 

 ment of the octylthiophen with pyrosulphuric acid did not succeed. 

 The reaction was accompanied by a blackening and the mixture 

 yielded, after treatment in the usual way, an acid whose barium 

 salt was identical with the /3-thiophensulphonate of barium des- 

 cribed by Jaekel (Berichte der d. Chem. Ges. XIX, 184). The melt- 

 ing point of the amide of this acide was 211.5 . It seems therefore 

 that a great excess of pyrosulphuric acid brings about a substitu- 

 tion of the octyl group by the sulpho group. 



Preparation of octylacetothienon. — Following the directions of 

 Peter (Ber. der d. Chem. Ges. XVII, 2643) 10 g. octylthiophen, di- 

 luted with ten times its volume of ligroin, 5 g. acetylchloride and a 

 suflBcient amount of aluminium chloride were used. After distill- 

 ing the products of the reaction with steam and fractionating an oil 

 was obtained boiling at 350 — 355' and having a fruity odor. 



Analysis. — 0.1768 g. substance gave 0.1680 g. BaS04 corresponding to 

 0.0230 g. S. Hence p. c. S = 13.04; calculated for C4H0S. 

 CO.CHsCsHi, p. c. S =13.44. 



An alcoholic solution of the ketone treated with hydroxylamine 



