- 6 7 - 



distilled at ordinary pressure between 108 and 170 . Its constants, as 

 well as its behaviour when boiled with sodium warranted the assumption 

 that we had here to deal with unsaturated aliphatic hydrocarbons, 

 and the behaviour towards bromine pointed to the same conclusion. 

 By repeated fractionation over sodium under normal pressure we 

 obtained optically inactive fractions of such abnormally low specific 

 gravity that in the circumstances they could only be regarded as 

 hydrocarbons of petroleum. The elementary analysis showed in fact 

 that the portions boiling between 120 and 145 consisted of octylene 

 and nonylene and their isomers. One fraction, possessing the b. p. of 

 octylene and the following constants : diso 0,7396, «p + o°, n D2o° i>4 12 55> 

 b. p. 122 to 1 2 5 , yielded upon analysis the subjoined values: — 



I. 0,1491 g. sbst: 0,4645 g. C0 2 , 0,1931 g. H 2 0. 

 II. 0,1663 » » 0,5195 » c0 2> 0*2165 „ „ 

 Found Calculated for C 8 H 16 



c 84,96% 85,20% 85,70 % 



H 14,39% 14,46% 14,28% 



The physical constants and the analytic values of a fraction with 

 the b. p. of nonylene likewise agreed completely with those of this 

 olefine: di 5 o 0,7477, «r> + o°, n^o 1,41808, b. p. 139 to 142 . 



0,1648 g. sbst: 0,5144 g. C0 2 , 0,2169 g. H 2 0. 



Found Calculated for C 9 H 18 



C 85,130/0 85,700/0 



H 14,62 o/ 14,28% 



We may leave it an open question whether octylene and nonylene 

 are to be regarded as normal constituents of linaloe oil, or whether 

 hydrocarbons of petroleum were present in these particular fractions; 

 but in any case it is very improbable that such hydrocarbons had 

 been added to the linaloe oil as adulterants, because for this purpose 

 the quantity found present (1 to 2 per cent) would have been too 

 small. Possibly the occurrence of these hydrocarbons in linaloe oil 

 may have been due to the oil having been shipped in dirty tins 

 which had previously contained petroleum. At the same time we 

 may take this opportunity of pointing out that Burgess and Page 1 ) 

 had already found octylene to be present in oils of lemon and 

 bergamot. 



We were further able to determine that in the lowest boiling 

 fractions of linaloe oil there occurs, besides the terpene proper, an 

 olefinic terpene (C 10 H 16 ) which is probably identical with myrcene. 



*) Journ. chem. Soc. 85 (1904), 1327; Report April 1905, 31 and 35. 



5* 



