104 PROCEEDINGS OF THE AMERICAN ACADEMY. 



Found. 

 I. II. 



54.41 

 9.01 



18.21 



Nonyl Thiophane Sulphone, C 9 H 18 S0 2 . 



For oxidation of tbe nonyl sulphur compound, the fraction 106°-108°, 

 50 mm., was selected. In the 6rst half of the oxidation the potassium 

 permanganate was added slowly in a bach of ice and salt. The reaction 

 was completed at ordinary temperatures, and it proceeded much more 

 slowly toward the end. The required amount of permanganate was 

 consumed in four days, and no sulphuric acid was formed. Iu all these 

 oxidations, doubtless sulphonic acids were formed to some extent, but 

 their removal was insured by neutralizing with sodium hydrate and 

 extraction of the evaporated residue with anhydrous ether. The specific 

 gravity of the nonyl sulphone was found to be 1.1161 at 20°. Its com- 

 position was shown by analysis. 



I. 0.1867 gram of the substance gave 0.3874 gram C0 2 , and 0.1509 

 gram H 2 0. 

 II. 8.1679 gram of the substance gave 0.2071 gram BaS0 4 . 



Found. 

 I. II. 



56.61 

 9.04 



16.93 



Undecyl Thiophane Sulphone, CiiH 22 S0 2 . 



We were unable to isolate an oxidation product which corresponded 

 closely in composition to decyl thiophane sulphone from the original frac- 

 tion, and the amount of the thiophane isolated was not sufficient for 

 oxidation. 



Undecyl thiophane was prepared from the undecyl thiophane separated 

 from the fraction 129°-131°, 50 mm. 7.8 grams of the thiophane gave 

 5 grams of the oxidation product. The heavy oil left after distillation 

 with steam had a pleasant sweetish odor ; its specific gravity was found 

 to be 1.1126 at 20°. The following results were given by analysis: 



I. 0.1903 gram of the substance gave 0.4176 gram C0 2 , and 0.1621 

 grams H 2 0. 

 II. 0.1470 gram of the substance gave 0.1579 gram BaS0 4 . 



