12 1 
the body is reduced to pinocamphoryl alcohol CgH^gO. The author 
deduces the following constitutional formula for pinophorone: 
CPI CH CH, CH, 
H^C 
HC 
/ 
/ 
\ 
C Ho - C - C Hr 
COOH HC 
\ 
CH3-C-CH3 
(D 
.2 Ph 
\ 
PQ 
H^C 
H^C 
COCH, 
Pinonic acid 
CO 
Primary ketone 
C 
L 
CH 
CH. 
CH. 
CO 
Pinophorone 
Repeated attempts had already been made to split up camphor- 
phorone analogous to pulegone, into acetone and i , 2 -methyl pentanone, 
but up to the present without result. O. Wallach^) now has observed, 
that when calcium camphorate is distilled, preferably when mixed with 
moist soda-lime, camphorphorone is split up in not inconsiderable 
quantity. The same reaction occurs also if camphorone mixed with 
water is dropped on melted caustic potash. The i, 2 -methyl pentanone 
obtained by this method, regenerated from pure semicarbazone (melting 
point 174° to 176^), boils at 140° to 141 °, d = o,9i7, nD2oo= 1,4348, 
and yields readily on oxidation ^/-acetyl butyric acid Cg H^q ; melting 
point of the hydrate 35^ to 36°; melting point of the semicarbazone 
170° to 171 °. 
The following constants are given for pure camphorphorone regen- 
erated from the semicarbazone of the melting point 196° to 197°: 
boiling point 199° to 201°; d — 0,93; nj)2o° = 1,4807. This phorone 
forms with semicarbazide, in addition to the normal semicarbazone, 
a bisemicarbazone-compound, melting point about 135°, which with 
picric acid yields a picrate of the melting point 145°. Attempts to 
isomerise camphorphorone by means of sulphurous acid led to no result. 
The same author 2) reports onpulenone (trimethyl 1.4.4. hexanone 5.) 
in his 62°^ treatise on terpenes and essential oils. It is formed when 
the oxylactone C^^Hj^gOg, the first oxidation-product of pulegenic acid, 
is heated with 33% sulphuric acid. Sodium and alcohol reduced 
pulenone to pulenol, a Hquid with a menthol-like odour, of the boiling 
point 187° to 189^, which with carbanile forms a urethane of the 
^) Liebig's Annalen 331 (1904), 318. 
Liebig'Annalen 329 (1903), 82. 
