42 A. R. PENFOLD. 
described by Messrs. Schimmel & Co. in Semi-Annual 
Report of October 1910, page 102. 
The filtrate from this acid, after removal of ether, was 
found to be a viscous deep yellow coloured oil, amounting 
to about 65 grams. On distillation it boiled at 175—177° C. 
at 12 mm., and had a refractive index at 22°5° O. of 1°4521. 
Titration with deci-normal alkali solution showed it to be 
monobasic. It readily reacted with semicarbazide hydro- 
chloride solution forming a crystalline semicarbazone of 
melting point 158° O. 
This derivative on combustion gave the following results,, 
WZ 
0°1160 gram gave 0°2224 gram OO,, and 0°0897 gram water. 
| Found. Calculated for CioHi9N303 
~Oarbon 52°28 4 52°367, 
Hydrogen 8°59 8°35 
This acid appears, therefore, to be identical with 
a-isopropyl-y-acetyl butyric acid. Its formula being C9H1¢O3. 
OH, 
| 
resulting from the oxidation of a R—-C—-COOH group 
OH 
into R.CO,CH, group was confirmed by treating the acid 
with alkaline bromine liquor for one day at 0° C., when the 
methyl group was split off as bromoform. After removal 
of this latter body, and acidifying with sulphurous and 
sulphuric acids, an acid was obtained, which on recrystal- 
lisation from hydrochloric acid melted at 94 —95° C. 
Titration showed it to be dibasic, and its identity with 
a-isopropyl-glutaric acid was confirmed by the preparation 
of the anhydride melting at 53-—54° C. This acid was also 
present in the liquid acids produced by the oxidation of 
piperitone by means of alkaline potassium permanganate 
solution. 

