ESSENTIAL OIL OF ERIOSTEMON CROWEI. Dot 
somewhat different course to that usually experienced in 
the oxidation of other phenol ethers, such as safrol, elemicin 
etc., with which we have treated. Instead of obtaining a. 
quantitative yield of either acid bodies, or aldehyde and 
corresponding acid, we separated a neutral body (not alde- 
hydic) and a solid acid, the proportions of which vary 
according to the amount of oxidising agent used. 
The combustion and molecular weight results of this 
neutral body point to the ether having taken up two 
hydroxyl groups to form a compound of the formula 
Cy,HyO; a reaction we cannot trace having seen recorded 
for a phenol ether before. 
(a) 10 c.c. of the ether were shaken with 15 grams 
powdered potassium permanganate, 2 grams potassium 
hydroxide, 700 c.c. water and 700 grams ice, when the 
reaction was completed within five minutes. On removal 
of manganese sludge the liquid was concentrated to a small 
bulk and extracted with chloroform. On removal of the 
solvent a white crystalline body was obtained. It was 
recrystallised repeatedly from boiling ether (a solvent in 
which it is sparingly soluble inithe cold) from which it 
separated in white nodular crystals melting at 93° C. (water 
bath), 95° (acid bath). It also crystallises at times in 
rosettes after the manner of eudesmol. It did not react 
with semicarbazide hydrochloride, and on combustion gave 
the following results :— 
(1) 0°1242 gm. gave 0°2654 gm. CO, and 0°0681 gm. H.O 
C=58°28%, H=6°09 % 
(2) 0°1318 gm. gave 0°2828 gm. CO, and 0°0782 gm. H.O 
C= 58700) 44 GD oy 
(3) 01026 gm. gave 0°2194 gm. CO, and 0°0584 gm. H.O 
O=08'32% 7 El — 6:32 % 
OuHwO;s requires C=58°4%, H=6°2%. 
A molecular weight determination by the Landsberger 
boiling point method using acetone resulted in a value of 
213 being obtained. Ciy,HOs requires 226. 
