20 
methods which show more satisfactorily the progressive change of 
the reactions, and thus to find out the real structure of the sub- 
stance prepared by FAUCONNIER. 
As starting material was used the doubly unsaturated glycol 
CH,—CH—CHOH—CHOH-— CH=CH,, which GrINER prepared by 
reduction of acrylaldehyde, divinylglycol. 
Advantage was taken of the property of acetyl chloride to act on 
divalent alcohols in such a manner, that of the two aleohol-groups 
the one is converted into the hydrochloric, the other into the acetic 
ester. 
The reaction product of acetyl chloride on divinylglycol is obtained 
as a colourless liquid, which after repeated fractionation under a 
pressure of 18 mM. boils at 84°—88°. I have not yet obtained it 
in a perfectly pure state as the chlorine content was found a little 
too high. On keeping, the liquid darkens after a few days and then 
shows an acid reaction. 
In order to prepare the oxide from the chloroacetine it was shaken 
for some time with strong aqueous sodium hydroxide and then dis- 
tilled under reduced pressure (to prevent as much as possible, poly- 
merisation). Of the distillate, which consists of two layers, the upper 
one is again distilled a few times over sodium hydroxide and finally 
over finely divided calcium in an atmosphere of hydrogen in order 
to obtain the product completely free from halogen and water. 
The so prepared divinylethylene oxide 
CH,—CH—CH—CH—CH=CH, 
Sec 
O 
is a very mobile, colourless liquid, boiling at the ordinary pressure 
at 108°—109°, with a very pungent odour characteristic of allyl 
compounds. 
nij = 1,44942. d, = 0,8834. 
Once obtained in a pure state the oxide is permanent and enly turns 
pale yellow on long keeping; under the influence of alkalis it resini- 
fies when in contact with the air. When brought into contact with 
hydrogen chloride, this is absorbed immediately ; on warming with 
water, divinylglycol is regenerated. 
The ring —C—C— is also opened comparatively easily by 
A 
0 
amines. 
For, if divinylethylene is heated with allylamine for a few hours 
