— 132 — 



The hydrocarbon absorbs 2 bromine-atoms; neither a nitrosochloride 

 nor a nitrosate being formed, although according to the molecular struc- 

 ture as given by Semmler the formation of such bodies was to be ex- 

 pected. When oxidised with permanganate the principal reaction-product is 

 the ketonic acid, as already discovered by Semmler. In this reaction a por- 

 tion of hydrocarbon remains remarkably stable (b. p. 171 to 172°; d jr ,o 0,8363 

 to 0,8406) from which it may perhaps be inferred that r?yr/odihydromyrcene 

 is a mixture of isomeric hydrocarbons. From 1 kilo c^iodihydromyrcene 

 we obtained 200grms. ketonic acid, b. p. 141 to 142° (6 mm.); a small quan- 

 tity dicarboxylic acid, and a volatile body: b. p. 224°, m. p. 17 to 18°; 

 550 grms. of the hydrocarbon remained unattacked. We intend to report 

 further on the progress of this investigation, the object of which is to 

 determine the constitution of the hydrocarbon in question. 



F. Taboury and F. Bodroux 1 ), in the course of a repetition of the bro- 

 mination of ci/cZohexane, m ethyl q/dohexane and dimethylq/dohexane carried 

 out by Kishner 2 ) and Markownikow 3 ), have obtained results differing 

 altogether from those of the Russian chemists. Their attempt to brominate 

 menthene and thymomenthene was also a failure. The reaction-product 

 formed a syrupy mass, from which no characteristic product could pos- 

 sibly be obtained. 



Biq/c/ohexene. Detailed particulars on the preparation of bicyclo- 

 hexene 4 ) are to be found in Wallach's 106 th paper on Terpenes and Essen- 

 tial Oils 5 ). 



Camphene. The question of the uniformity of camphene is of great 

 importance in considering the constitution of this hydrocarbon. Aschan") 

 has attempted to solve the problem by preparing crystalline derivatives 

 of the body, but no comparison of camphene hydrochloride with the 

 chlorides of borneol and isobomeol was possible, because it was not cer- 

 tain that the last-named bodies are capable of being recrystallised without 

 molecular rearrangement. Hence the only feasible conversions are those 

 which can be carried out with agents in which atomic transposition is 

 out of the question. Such a reagent is milk of lime. Some years ago 

 Aschan 7 ) had observed that when milk of lime is allowed to act upon 

 camphene hydrochloride, an alcohol results to which he gave the name 



*) Bull. Soc. chim. IV. 9 (1911), 595. 



2 ) Journ. russ. phys. chem. Ges. 23 (1891), 20. 



3 ) Ibidem 30 (1898), 151. 



4 ) Comp. Report April 1911, 167. 



5 ) Liebigs Annalen 381 (1911), 112. 



6 ) Liebigs Annalen 383 (1911), 1. 



•) Comp., Report November 1908, 179. 



