— 181 — 



do not yet constitute a uniform compound, but contain admixtures 

 which affect their behaviour more or less. 



Besides the solid monohydrochlorides, Kondakow was able to iso- 

 late a solid dihydrochloride of which the m. p. was found 24 to 2 6° 

 below that of the previously prepared body. With moist oxide of 

 silver it was converted into a terpin of which the m. p. varied, accord- 

 ing to the crystalline form in which it separated out, between 100 

 to 104 and between 98 to 99 , and into a body with an odour of 

 terpineol. It was impossible to distinguish precisely whether this di- 

 hydrochloride was a derivative of dipentene, terpinene, or carvestrene, 

 but Kondakow inclines to the view that it represents m-carvestrene 

 dihydrochloride and its derivatives. In that case the chloride with 

 m. p. 52,5°, which was previously described, would be trans- carvestrene 

 dihydrochloride. 



The bromides of fenchyl alcohol were capable of being split up 

 into two portions with different b. p. No monohydrobromide was 

 formed, but two dihydrobromides, m. p. 89 and 58 to 59 (54 to 56 

 when purified by crystallisation) respectively. In the case of a previous 

 experiment, Kondakow had obtained from D-l- fenchyl alcohol two 

 bromides melting respectively at 64 and 3 2°, which, however, are 

 probably mixtures of cis- and /ra/w-isomerides. The new bromides 

 likewise gave considerable depressions of the m. p., mixtures of the 

 two melting respectively at 43 to 70 and at 50 to 53 . 



The new dibromide melting at 89 is certainly identical with Wal- 

 lach's 1 ) dibromide from D-1-fenchene. It was not capable of being 

 converted into a terpin by means of silver oxide, but instead there 

 resulted an unsaturated body of ether-like odour (b. p. 212 to 217 ; 

 di 8 o 0,925; «Dis° — 36,76°; «!> 147459). As stated by Kondakow 

 himself, it would be premature to indulge in speculations with regard 

 to the constitution of this body, because no fresh experimental facts 

 have come to light since Wallach made his researches. 



In conclusion Kondakow reports, by way of correction, that he 

 endorses Wallach's opinion that isofenchyl alcohol is a secondary alcohol. 

 On the other hand, Kondakow assumes a tertiary alcohol as an inter- 

 mediate product of hydration. 



Homologous fenchyl alcohols. See p. 202. 



Guajol. A. Gandurin 2 ) publishes a correction of his previous 

 article, to which we referred at the time 3 ), wherein he wrongly attributed 

 to Semmler a statement as to the character of guajol as secondary alcohol. 



*) Liebig's Annalen 362 (1908), 192; Report November 1908, 189. 



2 ) Berl. Berichte 42 (1909), 1429. 



3 ) Berl. Berichte 41 (1908), 4359; Report April 1909, 127. 



