1186 
bed by Mr. 1e Hevx'). The yield of the alcohol from the oxide, 
already so difficult to prepare, was, however, so small that the ap- 
plication of this method was out of the question. 
Jointly with Mr. van Dorssen, I endeavoured some time ago 
to prepare this alcohol according to the method applied by Ferp. 
TieMaANN and R. Scumipt?) in the preparation of homolinalool where 
they allowed a mixture of allyl iodide and methylheptenone to act 
on granulated zinc. With acraldehyde and allyl iodide we did not 
get a successful reaction. Nor did we succeed in obtaining the 
desired alcohol by the interaction of these substances in ethereal 
solution on “activated” zine (GrLLDSTONE and Trine), whilst in an 
experiment with 70 grams of zine filings, 60 grams of allyl iodide 
and 60 grams of acraldehyde only a slight action took place, so 
that we refrained from further experiments. 
Mr. te Hevx has tried, in vain however, to obtain the desired 
alcohol by means of allyl bromide, acraldehyde and magnesium. 
The favourable result obtained by Dr. C. J. ENKLAAR ®) when ap- 
plying the method of Fournier *) to crotonaldehyde for the prepara- 
tion of the heptadiene 2.6-ol +4, induced Mr. re Hevx to allow 
(according to Fournigr’s directions) allyl bromide, zine turnings and 
absolute ether to act on acraldehyde with the object of obtaining the 
alcohol in larger quantities. With a yield of 30°/, of the theoretical 
quantity, the hexadiene 1.5-ol 4 was now obtained as a liquid boiling 
at 132°.2 — 132°.4 under 769 m.m. pressure. The elementary 
analysis and the vapour density determination confirmed the for- 
mula C,H,,0. 
Di => 0.8698 naan 
MR = 30.44 calculated 30.498 
The odour of the alcohol reminds of that of allyl alcohol but it 
does not produce the irritating after effect, however. 
With acetic anhydride and a drop of sulphuric acid the acetate 
is formed as a liquid boiling at 151°.2° — 152°.7. 
Phosphorous tribromide yields the bromide (bp. 59°-—63° at 35 mm. 
pressure) which very readily absorbs 1 mol. of bromine; a further 
addition of bromine acts but very slowly without, however, yielding 
hydrogen bromide. 
From this aleohol Mr. Merrer has obtained a hydrocarbon, by the 
1) Proc. April 1912. 
*) B. 29, 691 (1896). 
3) Chem. Weekbl. 10, 60 (1912). 
4) Bull. Soe; Ci TST, 124 Wash 
