— 146 - f 



O. Wallach 1 ) has already stated on a previous occasion that, under 

 suitable conditions, the chlorine of nitrosochloride additive products of 

 the unsaturated hydrocarbons may be exchanged for the acetic acid 

 radical, and that it is possible to reduce the nitrosochlorides directly 

 into saturated bases and ketones by treating them in glacial acetic acid 

 solution with zinc dust. Wallach 2 ) has recently studied these reactions 

 in some of the simplest possible cases. The nitrosochloride of ethylidene- 

 cyclohexane (m. p. 132°), when warmed with sodium acetate in glacial 

 acetic acid, yielded the oxime of acetyl-l-acetoxy-l-cs/dohexane (m. p. 103°). 

 This oxime was split up with 2 p. c. sulphuric acid, yielding tetrahydro- 

 acetophenone and a hydroxy ketone (m. p. of the semicarbazone 196°). 

 The nitrosochloride of the ethylideneq/cZohexane was converted by means 

 of zinc dust in glacial acetic acid into hexahydroacetophenone (m. p. of 

 the semicarbazone 176 to 177°). The acetic solution contained amidoethyl- 

 cyclohexariQ. The nitrosochloride of methyl -1-ethylidene -3 -cyclohexane 

 yielded by the same method methyl- l-acetyl-3-q/c/ohexane (m. p. of the 

 semicarbazone 180 to \8\°). 



San ten e. I. Kondakow 3 ) has investigated the halogen hydrates of 

 santene. In working on santene from oil of pine-needles he obtained both 

 solid and liquid hydrochlorides. Santene from sandalwood oil (b. p. 139,5 

 to 140,5°) yielded additive products m. p. 55 to 59° (b. p. 65 to 66° at 8 mm.) 

 and m. p. 14 to 15° (b. p. 61 to 63° at 8 mm.). A compound, m. p. 66°, 

 obtained from santene and hydrogen chloride gas, when treated with 

 alcoholic potash liquor, was partly decomposed into a hydrocarbon 

 b. p. 138,5 to 142,5°. The residue was first resolved by means of con- 

 centrated potash liquor, when it yielded a hydrocarbon, m. p. 137,5 to 

 142° 4 ), as well as an ether. Santene from sandalwood oil, when treated 

 in the cold with concentrated hydrobromic acid, yielded a solid product 

 (m. p. 18 to 25°) and a liquid compound, m. p. 79 to 81° (8 mm). Both 

 these bodies when treated with alcoholic potash liquor yielded santene 

 (b. p. 139,5 to 142,5°) and an ether (b. p. 195°). Kondakow found santene 

 acetate (C9H15OCOCH3) to possess the following constants: b. p. 85 to 89° 

 (8 mm.), d 20 o 0,9859, n D 1,45929. 



Bornylene. Bornylene, which owing to its extreme volatility cannot m 

 be recrystallised, is readily obtainable from bornyl xanthate. With the 

 view of discovering whether bornylene prepared in this manner is uni- 

 form, L. Tschugaeff and W. Budrick 5 ) have oxidised with potassium per- 



!) Comp. Report October 1910, 192. 



2 ) Liebigs Annalen 389 (1912), 188. 



3 ) Journ. russ.phys. chem.Ges. 43 (1911), 1107. Quoted from Chem. Zentralbl. 1912, I. 1010. 



4 ) This should probably be. b. p. 



5 ) Liebigs Annalen 388 (1912), 280. 



