— 123 — 



however, all attempts made by Briihl to convert this compound into 

 formyl camphor or camphoric aldehyde, have failed. In every case 

 only the isomeric oxymethylene camphor was obtained. 



For the purpose of isolating the already known bromo-formyl 

 camphor, the best method is the one mentioned above for iodo- 

 formyl camphor. But it has not been possible to obtain from it the 

 o, o-di-bromo product (melting point 6i°) by the method indicated for 

 o, o-di-iodo camphor. Only o-bromo camphor is formed; and only the 

 latter is also obtained if oxymethylene camphor is treated with alkali 

 and bromine, either the first or last named in excess. The conditions 

 are precisely the same in the case of o-mono-bromo menthone and 

 bromoformyl menthone. The former body was hitherto unknow r n. 

 It is an almost colourless oil, which cannot be distilled without decom- 

 position in vacuo, but on the other hand distils very well with water 

 vapour. 



With reference to a patent of Messrs v. Hey den (French patent 

 No. 339504), relating to the production of camphor from oil of tur- 

 pentine (by boiling with salicylic acid, saponification of the ester 

 obtained, and oxidation of the alcohol formed), Tardy 1 ) points out 

 that already several years ago he obtained in the same manner esters 

 of salicylic acid, and further borneol, and only abstained from communi- 

 cating the fact, owing to the absence of technical uses for this reaction. 



Pulegone. If hydroxy lamine is allowed to act on a, ^-unsatu- 

 rated cyclic ketones, there are formed under certain conditions, hydro- 

 xylamine addition products. The pulegone hydroxylamine thus formed 

 has been examined by Semmler 2 ) for its behaviour towards dehy- 

 drating agents. For example, the following two products might chiefly 

 be produced by splitting off water: 



NH-OH „ NH rn 



\ 1 



/C < >-CH 3 ^ >C-C< -CH 3 



CH/ \ / 3 \ CH, 



/ 



XO — CH, 

 CH, 



CH^- X NH y — CH 3 



\. 



CH, 



II 



*) Journ. de Pharm. et Chim. VI. 20 (1904), 57. 

 2 ) Berl. Berichte 37 (1904), 305. 



