53 
mixture is allowed to remain overnight, then it is poured into 
water, taken up in ether and washed with a soda-solution. After 
drying and evaporating the ether, the diacetate amount can be 
determined by saponification. This proved to be 40°/,. Then the oil 
is saponified with rather more than the theoretical quantity of alco- 
holie potassium and distilled in vacuum. By fractionation we can 
separate into: 
Methylene-ether of 2.phenylpropylglycol. 1.3. 
Colourless oil, boiling-point 128°-—130°, pressure 13 mm. De 
41,1414. N'â = 1,53063. 
Mol. refr. 45.64 (formula of Lorenz—Lorentz). Calculated 45.87 
(atom refr. according to EIsENLOHR '). | 
The molecular weight determination in benzene gave: 162 and 156. 
Calculated for C,,H,,O, : 164. 
Analysis: °/, C determ. 71.6 and 71.1 Cale. for C,,H,,0, 73.2. 
°/,H determ. 8.3 and 7.9 Cale. 7.3. 
2. Phenylpropylglycol. 1.3. 
Colourless, viscous liquid, boiling-point 176° pressure, 13 mm. 
90 
DE = 1.1161. N*y = 1.54267. Mol. refr. 42.92. Cale. 43.21. 
It yields quantitatively a diacetate boiling-point 162°—164° pres- 
sure 13 mm. (chemically bound acetic acid determined by saponifi- 
eation with alcoholic potassium). Molec. weight of the glycol. in 
benzene 257 and 189. Calcul. 152. Hence it is very strongly associ- 
ated in this solvent; in a weak solution a normal molecular weight 
is obtained ”) 
Anavsise found °/; © 70,62and 70,9, Cate. Cy HO, 71,0. 
he HAO. 2 Andi). 9,95 Gale. io 
Both methylene ether and glycol are saturated as regards a solu- 
tion of bromine in CCl,, but while the methylene ether does not 
react with a solution of ethylmagnesiumbromide in ether at a normal 
temperature, the glycol immediately reacts. If toluol is added, raising 
the temperature to 100°, the methylene ether reacts exceedingly 
violently with the Grienarp solution. The fact that the glycol 
yields adiacetate when boiled with acetic acidanhydride and sodium- 
acetate is a proof of its two primary alcoholgroups, the isomeric- 
glycol, which might arise from the reaction between formaldehyde and 
the C=C-group of the styrol, would be asecondary-primary glycol 
with the phenylgroup attached to the secondary carbon atom and 
in the above-mentioned circumstances it would certainly lose water 
1) Zeitschr. f. phys. Chem. 75, 585. (1910). 
2) Chem. Weekblad 16, 929. (1919). 
