- 8 3 - 



colourless scales, but does not solidify. After it had been seen that 

 up to about 190 (ordinary pressure) nothing distilled over, the oil 

 was fractionated in vacuo (3 mm. pressure), when it boiled between 

 90 and 140 . The portion passing over on repeated distillation 

 from 97 to ioo° (2,5 mm. pressure) (d i5 o 1,006; « D — 4 ) had a 

 pronounced odour of eugenol methyl ether. The further examination 

 showed that this body was actually present. The oxidation of 6 g. 

 of this oil with a solution of 18 g. permanganate in about 400 cc. 

 water gave a fair yield of veratric acid, colourless thin small needles 

 of the m. p. 177,5°. Repeated recrystallisation did not raise the melt- 

 ing point further. 



From the last fraction of the oil a body crystallised out which 

 after recrystallisation from 90 per cent, alcohol formed long colourless 

 needles, which proved to be a paraffin by their difficult solubility in 

 alcohol, and their indifference towards concentrated nitric acid. Its 

 melting point lay between 80 and 8i°. 



Eugenol methyl ether and a paraffin melting at 80 to 8i° have, 

 therefore, been found by us in the oil of Evodia simplex Cordem. 



Pilea Oil. The still unnamed species of Pilea from which this oil had 

 been distilled belongs to the Urticaceae, a family whose members had 

 not up to the present yielded an essential oil. The water- white very 

 mobile oil had a turpentine-like but not disagreeable odour, d^o 0,8533; 

 «r> -|- 33 53 ; ; n D20° 1,46862; ester no. 5,1; ester no. after acetylation 

 24,2; soluble in about 5 and more vol. 90 per cent, alcohol, with 

 slight turbidity. On fractional distillation the oil passed over at 748 mm. 

 pressure as follows: 1) 158 to 159° 6%; 2) 159 to 160° 35%; 

 3) 160 to 161 10%; 4) 161 to 161,5° 10%; 5) 161,5 to 163 

 10%; 6) 163 to 165 10%; 7) 165 to 168° 7%; 8) 168 to 174 

 2 °/o> 9) J 74 to x 94° 8%. Residue (yellow, decomposed) 2°/ . 



The fractions 1 to 7 were again distilled, this time over sodium. 

 The portion boiling between 157 and 158° (di 5 o 0,8545; «d -\- I4°35 / ; 

 n D20° 1,46684) served for the production of a nitrosochloride compound 

 which, when brought into reaction with benzylamine, yielded the pinene. 

 nitrolbenzylamine melting at 122 . This fraction consequently contained 

 pinene, although in small quantity — as must be assumed from the low 

 yield. The higher fraction boiling at 158 to 159° no longer yielded 

 a nitrosochloride. The attempt to detect camphene in the fraction 

 of the b. p. 1 6o°, by conversion into isobornyl acetate, gave no result, 

 and for this reason it is still undecided what the bulk of pilea oil 

 consists of. 



Dittany Oil. A distillate which was sent to us under the name 

 of "Essence de Dictame blanc ou Calament ,, from Oran (Algeria), 

 corresponded in its properties fairly well with the calamintha oil (Ca/a- 



