98 - 
and yields as such a diacetate, which on saponification reproduces the 
original glycol of the melting point 152° to 153^. 
Monobenzylidene methyl hexanone is decomposed on oxidation 
with potassium permanganate into benzoic acid and ^-methyl adipic 
acid, and the following formula might therefore belong to it: 
HgC CO 
H3C.HCC >C:CH.C,H, 
V 
C C H2 
On reduction with sodium amalgam the monobenzylidene compound 
yields benzyl methyl hexanone, the dibenzylidene compound, however, 
dibenzyl methyl cyclohexanone; the first is obtained as a colourless oil, 
the latter in colourless needle-shaped crystals of the melting point 100*^. 
Benzyl methyl hexanone still reacts with hydroxylamine, but the dibenzyl 
compound does so no longer. 
Fenchone. Like camphor, fenchone is also capable of forming- 
molecular compounds, especially with phenols. A number of such 
compounds, which are mostly formed with energetic reaction and 
evolution of heat, have been examined in detail by E. Tardy^). When 
molecular quantities of phenol and fenchone, previously heated to 60°, 
are mixed, the temperature increases to 70^, and the resulting non- 
crystallising reaction-product has a higher rotatory power than fenchone 
itself. The compound formed, however, dissociates, very readily under 
the influence of solvents. a-Naphthol fenchone, produced by mixing 
the component parts at ordinary temperature, yields, upon recrystallisation 
from an excess of fenchone, needle-shaped crystals of the melting point 
51°; the compound obtained in the same manner from /3-naphthol 
yields broad prisms melting at 57°. Both compounds decompose readily, 
and if they are exposed to the atmosphere, fenchone volatilises, whilst 
the phenols remain. Thymol, guaiacol, eugenol and resprcinol also clearly 
form with fenchone double-compounds which, however, do not crystallise; 
resorcinol even appears to unite with one, and also with two molecules 
fenchone. Equal quantities of chloral and fenchone yield a syrupy 
liquid, congealing in crystalline form, from which crystals of the melting 
point 25^ to 30° can be obtained. 
Fenchone, however, has also the property of dissolving nitrocellulose. 
One part nitrocellulose and two parts fenchone give a gelatinous mass, 
Y Thesis, Paris 1902. — 
Bull. Soc. chim. III. 27 (1902), 603. 
