— 47 — 



stituents of the oil. The results of our examination agree wit those 

 obtained by von Soden. 90% of the oil had a b. p. of 267 to 276 ; 

 in vacuo it distilled between 118 and 125 (5,5 to 6 mm.) By intro- 

 ducing hydrochloric acid into the ethereal solution we obtained 37,5% 

 of a hydrochloride, crystallising in long needles, m* p. 117 to 11 8° 

 (Mb — 37° 2 7' m a 5»° 22 P er cent - chloroform solution). The hydro- 

 carbon, recovered by means of sodium ethylate, had m. p. 271 to 273 

 (Wd — 105° 30'). With hydrochloric acid, the hydrochloride, m. p. 1 17 

 to 1 1 8° (Md — 36°48 / in a 4,73 percent, chloroform solution), was 

 again obtained. Further investigation must show whether d-cadinene 

 occurs in African copaiba balsam oil, or whether the dextrorotatory 

 sesquiterpene is only converted into a derivative of 1-cadinene by the 

 action of the hydrochloric acid. 



Coriander Oil will no doubt become scarce and dear, for owing 

 to the low prices which have ruled during the last year and which 

 did not cover the cost of growing to the farmers, the cultivation 

 both in Russia and Moravia has been considerably reduced. In 

 Hungary, it appears, coriander is not being grown at all this year. 

 With regard to Russian coriander, we hear nothing except that a fair 

 average crop is expected. 



Of the constituents of coriander oil, only d-pinene and d-linalool 

 have been known up to the present. Linalool was the principal sub- 

 ject of papers by Kawalier 1 ), Grosser 2 ), Semmler 3 ), and Barbier 4 ). 

 The- presence of pinene was first shown in our laboratory in 1892 5 ). 

 Subjoined we present the results of a fresh examination of coriander 

 oil which has been carried out by us 6 ). 



The oil, distilled by ourselves from ripe coriander seed, possessed* 

 the following constants: — di 5 o 0,8735, «p -f- io° 24', n p20° 1*46387, 

 ester no. 20,22. 



The determination of free alcohol (calculated for C 10 H 18 O) gave 

 by the usual acetylation - method 49,65 °/ ; by the Boulez process, 

 as modified by us 7 ) 67,5 °/ . An experiment of warming the dry oil 

 in toluene solution with sodium and estimating the alcohol-content from 

 the quantity of sodium consumed, gave 75%. By careful fractionation 



*) Liebigs Annalen 84 (1852), 351. 



2 ) Berl. Berichte 14 (1881), 2485. 



3 ) Berl. Berichte 24 (1891), 206. 



4 ) Compt. rend. 116 (1893), 1460. 



5 ) Report April 1892, 22. 



6 ) Detailed particulars are found in the Jubilee Publication issued in connection 

 with the Wallach Celebrations at Gottingen (Vandenhoek & Ruprecht, 1909, p. 6^4), 

 the paper in question being that of H. Walbaum and W. Miiller : Zur Kenntnis der 

 Bestandteile des Corianderols. 



7 ) Report April 1907, 120. 



