— 146 — 



triphenylmethane derivatives by the condensation of aromatic aldehydes 

 with hydroxyhydroquinone trimethylether. For instance, with benzaldehyde 

 he obtained 2,4,5,2',4 f ,5'-hexamethoxytriphenylmethane (m. p. 130,5°), 

 with vanillin 4-hydroxy-3, 2',4 r ,5 r ,2",4",5 f '-heptamethoxytriphenylmethane 

 (m. p. 187,5°), with salicylic aldehyde 2-hydroxy-2',4',5',2'',4'',5''-hexa- 

 methoxytriphenylmethane (m. p. 176°), with piperonal 3,4-methylene- 

 dihydroxy-2 r ,4 r ,5 , ,2 f, ,4",5 M -hexamethoxytriphenylmethane (m. p. 137°) and 

 from asarylic aldehyde tris-(2,4,5-trimethoxyphenyl)methane (m. p. 184°). 



The last-named body is identical with the compound which has been 

 prepared by Szeki and Fabinyi from asarylic aldehyde by heating it with 

 hydrochloric acid 1 ). 



Ketones. 



Methylheptenone. Prileshajew 2 ) has prepa/ed an oxide of methyl- 

 heptenone by treating the ketone with benzoylhydroperoxide, in the manner 

 described by us in an earlier Report 3 ). The methylheptenone oxide 

 C 8 Hi 4 Q2 constitutes a liquid with a terpine-like odour; b. p. 68 to 70° 

 (50 mm.); 146,5 to 147,5° (746 mm.) which yields a glycol C 8 H 14 0(OH),> 

 with water: m. p. 65 to 66°, b. p. 139 to 140° (13 mm.), d°-§ 1,0698, d~ 1,0582, 

 nDi6,2o 1,4610. By eliminating water, the glycol is made to yield a diketone 

 C 8 H 14 2 (b. p. 94 to 95° at 15 mm.; d^§ 0,9396) of which the monosemi- 

 carbazone melts at 197 to 198°, m. p. of the dioxime 131,5 to 132°. In 

 the pro.cess of oxidising the methyl heptenone an isomeric oxide was dis- 

 covered as a by-product; this oxide yields with water a glycol possessing 

 the following properties: b. p. 143 to 145° (14 mm.), d^§ 1,0583. When 

 water is split off from the glycol it yields the diketone described above. 



Q/cfohexenehexanone. In our last Report 4 ) we mentioned briefly 

 that Wallach, while reducing q/cfohexenehexanone had obtained cyclo- 

 hexenehexanol, which alcohol is capable of being oxidised into a glycerol 

 and a ketonic acid. Further particulars of this method are given in his 

 106 th paper on Terpenes and Essential Oils 5 ). 



It is probable that q/c/ohexenehexanone is constructed according to 

 formula I shown below. Formula II with a semicyclic double bond is: — 



O O 



i. ii. 



!) Comp. Report April 1911, 180. 



*) Journ. russ. phys. chem. Ges. 43 (1911), 609. Quoted from Chem. Zentralbl. 1911, II. 268. 



3 ) Comp. Report April 1910, 153. 



*) Report April 1911, 165. 



5 ) Liebigs Annalen 381 (1911), 95. 



