— ii7 — 



d o 0,997, n D 1,508, « D — 7° 4o' m 4>93 percent, chloroform solution; 

 the acetate boils at 185 (15 mm. pressure); d o 0,9969, n D 1,490; 

 « D -j- 20 33' in 11,7 per cent, chloroform solution. The compound 

 of clovene with formaldehyde boils at 1 70 ( 1 2 mm. pressure) ; d o 1 ,00 1 , 

 n D 1,6105; «d — 7° I2 ; in 6,03 per cent, chloroform solution. The 

 cadinene derivative shows: boiling point 180 (15 mm. pressure); 

 d o 0,993; n D 1,521; « D — 1 7 54' in 7,6 per cent, chloroform solution. 

 From the indices of refraction the molecular refractions can be cal- 

 culated, which in the case of the first two derivates point to one, and 

 in the last-named to two double-linkings. 



Alcohols. 



In order to ascertain the influence on the rotatory power 

 exerted by the entrance of unsaturated radicals into the 

 hydroxyl-group of optically active alcohols, A. Haller and 

 F. March 1 ) have produced the allyl ethers of 1-borneol, 

 1-menthol, d-methyl cyclohexanol, and 1-linalool, and deter- 

 mined the optical rotation of these hitherto unknown compounds. 

 The ethers are obtained by the action of allyl iodide on the 

 sodium alcoholates in a solution of toluol. Except in the case of 

 linalyl ether, it was found that the rotatory power of the 

 ethers, as compared with that of the alcohols, had increased con- 

 siderably. The molecular refraction of the ethers corresponded well 

 with the calculated figures. Here also the ether of linalool made an 

 exception, inasmuch as it gave a value which was somewhat too low. 

 Attempts made to produce by the same method the corresponding 

 propyl ethers, failed completely. Similar differences in the behaviour 

 of various halogen alkyls towards sodium compounds have also been 

 already observed in other cases. 



By the action of the propyl ester of p - toluol sulphoacid 

 C H 3 C 6 H 4 • S 3 • C 3 H 7 on menthol sodium, there was next obtained 

 n a not completely pure state the propyl ether of menthol, which 

 had a somewhat lower optical activity than the one of the menthol used. 



Menthol. L. Wedekind and K. Greiner 2 ) have submitted to 

 a critical examination with regard to the grounds for their existence, 

 the four compounds of menthol and formaldehyde which have been 

 described up to the present: 



1. methylenedimenthyl ether 3 ) C 10 H 19 • O • CH 2 • O • C 10 H 19 , 



2. chlormethylmenthyl ether 4 ) C 10 H 19 • O • CH 2 C1, 



x ) Compt. rend. 138 (1904), 1665. 

 2 ) Zeitschr. f. angew. Chemie 17 (1904), 705. 



*) Compt. rend. 128 (1899), 612. Bull. Soc. Chim. III. 21 (1899), 370. 

 4 ) Berl. Berichte 34 (1901), 816. Pharm. Zeitg. 46 (1901), 32. German Patent 

 No. 1 19008. 



