— 6i — 



oils previously discussed by us 1 ), which had therefore probably been 

 produced from the same distillation material. 



Kuromoji Oil. In our Report ot April 1904 2 ) we referred to 

 a sample of kuromoji oil sent to us from Japan, which appeared to 

 differ distinctly in its composition from the equally-named oils 3 ) which 

 had been examined previously. In the oil analysed at that time, 

 cineol had been detected, and the presence of linalool had been 

 considered probable owing to the coriander-like odour. 



A kuromoji oil of exactly the same properties as the one described 

 was recently sent to us, and has been examined by us specially for 

 linalool. The oil, which had a faint yellowish colour and an odour 

 like coriander, showed the following constants: di 5 o 0,8942; «d — 7°35'; 

 ester no. 27,3 = 9,50/0 ester (calculated for geranyl acetate); soluble in 

 2,5 and more vol. 70 per cent, alcohol with slight opalescence which 

 increased on dilution. When distilled in vacuo (4 mm. pressure), the 

 following fractions were obtained: — 



1. First runnings 35 to 40 , « B — 2 2° 26', b. p. 166 to 176 (at 761 mm. 

 pressure), had the odour of cineol and terpenes; 



2. fraction 40 to 45 , « D — I5°44 / ; 



3- n 45 » 55°, a D— 9°3' 8 '; 



4- n 55 „ 66°, « D — i° 5 6'; 



5. „ 66 „ 70 , od-j- i°o', d 15 o 0,8767, n D20O 1,46427; 



6. „ 70 „ 78°, «d— 3°56 / ; 



7. „ 78 „ 8i°, a D — 12° 3 7'; 



8. Residue a D _6°io'. 



For the detection of linalool, the fraction 5 was once more 

 fractionated, and an oil was obtained which at 2,5 mm. pressure 

 distilled over from 61 to 65 °, and had the following properties: 

 di 5 o 0,8767, a D-f~°°35 / ' D r>20 oI ?465°6- The phenyl urethane obtained 

 from it in a very low yield crystallised from alcohol in colourless 

 needles which melted between 62 and 63 °. For detecting linalool, 

 the oxidation to citral was next taken in hand. The linalool fraction 

 to be oxidised had the following constants: d^o 0,8768; «x)-f-o°48 / ; 

 n D2o° I >4°397- By oxidation with bichromate and sulphuric acid citral 

 was obtained (though in a low yield), and purified over the bisulphite 

 compound. The citryl-/?-naphthocinchoninic acid melted, after recrystal- 

 lising it twice from alcohol, between 196 and 197 with decomposition. 



The destination - residue (No. 8) of the kuromoji oil had an ester 

 number 97,8, corresponding to 34,2 °/ geranyl (orlinalyl) acetate. From 

 this was obtained by saponification an oil which distilled over at 4 mm. 



x ) Report October 1904, 50. 



2 ) Report April 1904, 95. 



3 ) Gildemeister and Hoffmann, The Volatile Oils, p. 404. 



