12 
the oxidation-product and the boiling point, there are also properties 
which do not agree with those of linalool. Thus, in the first place the 
optical rotatory power; that of Hnalool has not been exactly determined, 
but it is with Isevorotatory linalool at most 20° 7', and with the dextro- 
rotatory at most 1 5° i'. Secondly, the acetyl derivatives. Linalyl acetate is 
the principal constituent (30 to 40 ^/q) of bergamot oil, and has a typical 
aromatic odour; but the acetate of my oil has a totally different odour. 
In view of these facts, it would be more correct to take this substance 
as an isomer of the same series, such as geraniol or nerol (Hesse). 
I have given to our substance the name ^'apopinol". 
When an ethereal solution of the alcohol was treated with metallic 
sodium, a sodium compound was formed which was soluble in ether 
and petroleum ether, and which could be obtained in the form of an 
amorphous yellow body by driving off the solvent by steam and removing 
the oily portion. The sodium-determinations made with the substance 
showed that only about 77^/0 of the theoretical sodium-content was 
present in the body. 
This unsatisfactory result is essentially due to the property of the 
sodium compound of very powerfully attracting water and carbonic acid. 
The acetylisation of apopinol succeeded both by boiling the 
fraction containing the alcohol with acetic acid anhydride and sodium 
acetate, and by dissolving the sodium apopinolate in ether and digesting 
it with acetic anhydride. 
The resulting esters boiled at 134° to 140° (55 mm pressure) and 
207° to 210° (at atmospheric pressure) respectively. 
The figures of the analysis do not agree particularly well with those 
of an ester of the formula Qq H^^ O • COCH3, From the difference 
between the figures found and calculated, and also from the sodium- 
determination of the alcoholate, I believe to be justified in assuming 
that 2 0^/q of the oil remain unchanged during acetylisation; in the 
saponification of the ester the proportion of the quantity of caustic 
lye consumed to that required in theory was also 79,6 to 100. 
The alkylation of apopinol was carried out by allowing methyl or 
ethyl iodide to act on dry sodium apopinolate. The methyl ether 
boiled at 188° to 190°, the ethyl ether at 195° to 196°. The analytical 
figures correspond fairly well with the calculated values. 
The attempt to produce a urethane of apopinol led to no result; 
I only obtained diphenyl urea (m. p. 235°; corresponding nitrogen- 
determination), as probably water had been split off* from the alcohol. 
Final conclusions drawn from my examinations of shu-yu. 
I found in shu-yu formaldehyde, pinene, and a new terpene 
alcohol apopinol O, apart from the substances mentioned in my 
last communication. 
