— 128 — 



As 1- i, 3-cyclomethylhexanone is up to the present unknown, it 

 has not been possible to produce the corresponding bodies. From 

 inactive I, 3-cyclomethylhexanone prepared according to Knoeve- 

 nagel 1 ), a non - crystallising oxime was obtained, which, like the 

 R-1-oxime, yielded two benzoyl compounds: 



i-a-benzoylcyclomethylhexanone oxime of the melting point i05°to 106 , 

 i-/?-benzoylcyclomethylhexanone oxime of the melting point 70 to 7 2°. 



It has not yet been possible to obtain the expected similar results 

 with methylpentanone, of analogous construction to methylhexanone, nor 

 with menthone oxime, the isopropyl derivative of methylhexanone oxime. 



Methylcyclohexenone. Paul Rabe has accomplished with the 

 same results as with carvone the addition of aceto -acetic ester to 

 methylcyclohexenone. The bicyclic ketone-alcohol i-methyldicyclo-i, 

 3, 3-nonene-5-ol-7-one is a viscid oil of the boiling point 170 to 173 

 (17 to 18 mm. pressure). The glycol obtained from it by reduction, 

 leaflets of the melting point 124 to 125 , when heated with hydriodic 

 acid, yields the hydrocarbon i-methyldicyclo-i, 3, 3-nonane, a colourless 

 liquid with a terpene-like odour, of the boiling point 17 6° to 17 8° 

 {751 mm. pressure). 



Isoximes. As a continuation of his earlier experiments on is- 

 oximes, Wallach 2 ) publishes a work in which he makes us acquainted 

 with two new bodies of this description. The oximes of dihydroiso- 

 phorone [methyl-(i)-dimethyl-(3)-cyclohexanone (5)], melting point 84 

 to 85 , and of methyl-(i)-dimethyl-(3)-cyclohexanone (6) yield on 

 conversion each two isomeric isoximes with heterocyclic hepta-ring. 



CH 9 • CH(CH 3 ) ■ CH 9 7 CH 9 . CH(CH 3 ) ■ CH 2 



I I > NH( I 



HON : C CH 2 C(CH 3 ) 2 X CO CH 2 C(CH 3 ) 2 



7 CH 9 • CH(CH 3 ) • CH 2 



and CO< I 



X NH CH 2 C(CH 3 ) 2 ; 



HON : C • CH(CH 3 ) • CH 9 /NH ■ CH(CH 3 ) • CH 9 

 I 1 — > CO< I 



CH-CH 2 -C(CH 3 ) 2 \CH 2 — CH 2 C(CH 3 ) 2 



.CO • CH(CH 3 ) • CH 2 



and NH( I 



\ C H 2 CH 2 C(CH 3 ) 2 , 



which differ from each other in the melting point and solubility. 



x ) Liebig's Annalen 297 (1897), 154. 



2 ) Nachr. k. Ges. Wiss. Gottingen 1904, 15. Abstr. according toChem. Centralbl. 

 1904, II, 653. 



