Upon dehydrating guajol, a new sesquiterpene alcohol isolated by Schimmel & Co.1) from guajac wood oil, with zinc chloride, Wallach and Tuttle2) obtained a new sesquiterpene the properties of which did not correspond with those of any of the known ones.

B. p. 124 to 128° (13 mm.); d20o0,910; nD 1,50144.

For the sesquiterpene prepared from guajol according to Tchugaeffs xanthogenate method, A. Gandurin3) records the following properties:

B. p. 124° (11 mm.); d 0o/4o0,9133; d 25o/4o0,8954; [a]D25o - 66,11°; nD25o 1,49468; mol. refr. 66,46.

Guajene obtained by heating guajol with potassium acid sulphate possesses, according to Gadamer and Amenomiya4) the following properties:

B. p. 123 to 124° (9 mm.); d 20o/4o0,9085; [a]D - 40,35°; nD20o 1,50049; mol. refr. 66,2.

Hence, guajene appears to belong to the bicyclic sesquiterpenes. Crystalline derivatives are not known.

Sesquiterpene from Cade Oil

According to Troger and Feldmann,5) oil of cade contains, in addition to cadinene, a second, inactive sesquiterpene boiling between 250 to 260°. When treating oil of cade with hydrogen chloride, N. Lepeschkin1) obtained in addition to cadinenedihydro-chloride, a liquid chloride. For the sesquiterpene regenerated from this liquid chloride, he records the following properties:

1) Report of Schimmel & Co. April 1892, 56; April 1893, 42.

2) Liebig's Annalen 279 (1894), 396.

3) Berl. Berichte 41 (1908), 4363.

4) Arch, der Pharm. 241 (1903), 43. 5) Arch. der Pharm. 236 (1898), 692.

B.p. 262 to 266° (760mm.); 135 to 140° (20mm.); d 20o/4o0,9204; nD20o 1,5159.

Crystalline derivatives could not be obtained. Upon heating with hydrogen iodide to 200°, Lepeschkin obtained a hydrocarbon (b.p. 250 to 258°; d 20o/4o,8946; nD20o 1,4972) which he supposes may be identical with humulene. However, according to Schindel-meiser,2) it is a mixture of tetrahydrocadinene, cadinene and a new, optically inactive sesquiterpene. Schindelmeiser is further of the opinion that the sesquiterpene of Lepeschkin still contains cadinene. For the pure sesquiterpene he records the following constants:

B.p. 263 to 265°; d20o0,908; aD + 0°; nD 1,5006.

None of these investigators, however, succeeded in characterizing this new sesquiterpene.

Sesquiterpene from Minjak-Lagam-Balsam Oil.

According to Haussner3) the oil of Lagam balsam, which is closely related to gurjun balsam, consists almost exclusively of sesquiterpenes:

B.p. 249 to 251°; d15o0,923; aD - 9,9°.

The sesquiterpene is a light colored oil which resinifies quickly when exposed to the air. With hydrogen chloride it yields a chloride C16H24-3HC1, which crystallizes in long needles and which melts at 114°.

The formation of a trichlorhydride from a sesquiterpene with a density of 0,923 is somewhat strange. Aside from this, the properties of the sesquiterpene as well as those of its chloride would seem to indicate cadinene.

1) Journ. russ. phys. chem. Ges. 40 (1908), 126. According to Chem. Zentralbl. 1908, I. 2040.

2) journ. russ. phys. chem. Ges. 40 (1908), 181. According to Chem. Zentralbl. 1908, II. 598.

3) Arch, der Pharm. 221 (1883), 245.

Sesquiterpene from the Oil of the Bark of Ocotea usambarensis.

According to Schmidt and Weilinger,1) the sesquiterpene from this oil has the following properties:

B.p. 136 to 142° (12mm.); d20o 0,915; aD + 7°46'; nD 1,505.

When acted upon with hydrogen chloride, a dihydrochloride (m. p. 116 to 117°) results which is not identical with cadinene dihydrochloride.