50a 



eventually' willi benzene (if vvoiking above ISO'') and wiili methane 

 if workiiii!; al)o\c 240'^. 



3. As legai'ds the experimental pai't, the cyclo-hexane was 

 prepared from ejclo-hoxanoP) by slowly distilling this, according 

 to Brunbt, ^), with dried and powdered KHSO^ (80 grams to 

 200 grams ofCgHnOH) from a llask with a high adapter and then 

 fractionating the distillate: 



A liquid Bp.., = 82°.ö^83'.5 ; D/"=r 0.8120; n/;^' = 1.44617 

 was obtained. 



In glacial acetic acid it rapidly took up bromine so that in 

 presence of benzene and cyclo-hexane it could be titrated with 

 the same. 



260,4 mg. of cyclo-hexene mixed with 1 gr. of CgH^ and 2 gr. of CgHj.^ 



consumed 510 mg. of Br^ calculated 508 mg. 



298.6 gr. with 1.5 gr. of C,H„ and 1 gr. of C,H,, 



consumed 584.5 mg. of Br^, calculated 582 mg. 



Subsequently a ceitain weight was passed slowly and in a feeble 

 current of CO^ over active nickel heated at J 80°. We used the 

 apparatus that had been employed for the decomposition of 

 oenanthol^) with this understanding, however, that the CO^ was first 

 carefully freed from oxygen and that the vapours leaving the 

 electric oven were first cooled by ice and salt and then by alcohol 

 and solid carbon dioxide to be finally drawn into an aspirator. 

 The cyclo-hexene was dropped at the beginning of the oven from 

 a small capillary pipette in such a manner that the minute droplets 

 arrived in the tube at the spot where the carbon dioxide was 

 introduced. 



First of all, the products obtained were tested qualitatively. 



The liquid obtained had a pronounced odour of benzene, whereas 

 the characteristic odour of the hexene had all but disappeared; it 

 was cautiously nitrated with a mixture of sulphuric and nitric acid, 

 the product obtained after being washed was fractionated ; the fraction 

 passing over below 100° was freed from nitrobenzene by means of 

 tin and hydro-chloric acid ; it now distilled at 80°, solidified at 5,°5 

 and had the agreeable odour of cyclo-hexane. 



The fraction boiling above 100° was converted into aniline and 

 identified as such. 



A few quantitative determinations were then made, that is to say, 

 it was determined how much bromine was taken up in a glacial 



i) This latter according to Holleman Recueil 24, 21 (1905). 



2) Bull. [3] 33, 270, also Willstattfr B. 45, 1404 (1912). 



3) Recueil 32, 27 (1913). 



