128 A. R. PENFOLD. 
Determination of Klemicin.—On redistilling the fraction 
boiling at 189—148° C. at 10 mm. the greater portion came 
over at 144-—147° C. at 10 mm., and upon repeating same 
the phenol ether was obtained in a fairly pure condition as 
is evident from the following characters as determined:— 
Boiling point at 10mm. 144 - 147° C.; Specific gravity +2° C. 
1°0665; Optically inactive. Refractive index 20° O. 1°5285. 
On combustion the following results were obtained :— 
(1) 0°1136 gram. gave 0°2894 gram. CO, and 0°7790 gram. 
H.O. C—69°47%. H—78%. 
(2) 0°1238 gram. gave 0°3144 gram. CO, and 0°8660 gram 
HsO, ©€——69725%.. 777. 
O,2HigO3 requires C—69°28%. H—7°69%. 
A molecular weight determination by the Landsberger’s 
boiling point method gave a result of 206°4. Theory requires 
208. A determination for the presence of methoxy groups 
by Ziesel’s method gave (1) 40°45% OCH, and (2) 40°76% 
OOH; indicative of three such groupings. 
The identity of this phenol ether was confirmed by the 
preparation of trimethylgallic and trimethylhomogallic 
acids by oxidising it with potassium permanganate in 
alkaline solution :—20 cc. of the elemicin was shaken with 
44 grams powdered potassium permavganate, 6 grams 
potassium hydroxide, 1400 cc. water and 1400 ice. On 
completion of the reaction, removal of manganese hydroxide 
and concentration of the liquor, crystals of trimethylgallic 
acid were obtained in good yield on acidulation with dilute 
Sulphuric acid. On recrystallisation from alcohol they 
melted at 169-—170° O. Titration with semi-normal alkali 
solution showed it tobe monobasic, of molecular weight 211. 
©ioHi205 requires 212. The filtrate from the foregoing acid 
was exhausted with ether, from which solvent another acid 
was obtained, which on re-crystallisation from alcohol 
melted at 119-—120°C. It proved to be trimethylhomogallic 

