From cardamom root shipped from Indo-China, the botanical origin of which could not be ascertained, Schimmel & Co.1) obtained upon distillation 0,64 p. c. of a lemon-yellow oil with a peculiar spicy odor which in no way resembled that of the seed oil. Its constants were: d15o0,9066; aD - 32° 57'; nD20o1,48151; A.V. 3,7; E.V. 87,9; E.V. after acetylation 96,7. The oil was soluble in 0,5 vol. of 95 p. c. alcohol, but the solution became turbid upon the addition of more alcohol, the turbidity disappearing only after 4 vol. of solvent had been added. Upon fractional distillation under diminished pressure (5 mm.), the following fractions were obtained:

1.

to 35°

5,4 %;

aD

- 0°10'

2.

35 „ 40°

8,7 %;

aD

- 0°32'

3.

40 „ 100°

5,4 %;

aD

-17° 5'

4.

100 „ 110°

10,6 %;

aD

-31°10'

5.

110 „ 115°

44,2 %;

aD

-45°

6.

115 „ 145°

6,4 %;

aD

-33° 14'

7.

Residue

19,3 %;

aD

-39° 15'.

Fractions 1 and 2 contained cineol, which was identified by means of its resorcinol addition product. From fractions 4 and 5 a second fractionation yielded a fraction which boiled between 117 and 120° under 5 mm. pressure. When hydrogen chloride was passed into its dry ethereal solution at - 18°, there resulted a hydrochloride which, after recrystallization from methyl alcohol, melted at 79 to 80°. This chlorhydrate is optically inactive. A chlorine determination yielded the following results:

0,4306 g. of substance yielded 0,5928 g. AgCl n20o 1,49063. With hydrogen chloride this again yielded the trichlorhydrate melting at 79 to 80°. Owing to the presence of paraffin, the residue left upon the distillation of cardamom root oil solidified at about 15°. Recrystallized from alcohol, this paraffin melted at 62 to 63 .

Found Computed for C15H24-3 Hc1

Ci 34,06 p.c. 33,9 p.c.

The supposition that this might prove to be a chlorhydrate of bisabolene was verified by further investigation. With the aid of sodium acetate and acetic acid, a sesquiterpene was obtained which after two fractionations revealed the following constants: b. p. 265 to 267° (757 mm.); d15 0,8748; aD + 0°;

1) Report of Schimmel & Co. October 1911, 105.

Hence cardamom root oil contains cineol, bisabolene and a paraffin. Of these the bisabolene is the principal constituent.