— i 4 4 — 



sole constituent of the oil of Pinus Sabiniana Dougl. 1 ). A testal 

 sample of one kilo of green fruit yielded when pressed 52 g. of oil, 

 and the residual cake after being ground and pressed again gave 

 another 16 g. Its properties were: d 0,883, n D30° I >4577- No other 

 optical constants could be determined. The oil was very viscous, and 

 when spread in a thin layer it resinified quickly. When set alight 

 in an open dish, it burned with a smoky flame. Under distillation, it 

 passed over without decomposition up to 165 , after which point a 

 resin-like oil passed over under decomposition. The fraction which 

 boiled over between 100 and 165 was colourless and had a lemon- 

 like odour. Further fractionation resulted in a fraction boiling between 

 98 and 103 with the following constants : d^ 0,6831, « D o, n D30° 1^3898. 

 The 7 th and last fraction, which had b. p. 155 to 160 , and a turpentine- 



9AO 



like odour, showed d^- 0,8263, n D30° 1*4630. Further quantities of 

 petroleum nuts of various origin were worked for oil partly by pressing 

 and partly by distillation after previous crushing, and the fractions 

 boiling up to 165 were added together and fractionated. The result 

 was as follow: 



Fraction 



I, 



b.p. 



97 to 101 , 



203 g. 



>> 



2, 



>? 



101 „ 120 , 



12 g. 



)> 



3, 



J? 



120 „ 130 , 



8g. 



jy 



4, 



}J 



130 „ 140 , 



7 g- 



j) 



5, 



» 



140 „ 150 , 



14 g- 



71 



6, 



?> 



150 „ 160 , 



600 g. 



Residue: A viscous resin which, when further distilled, yielded a 

 pale and strongly acid oil. 



Fraction No. 1, extracted with concentrated sulphuric acid and 

 distilled over sodium, yielded 197 g. of oil with the following con- 



30° 



stants: d^- 0,6752, «£> o, n D3oo 1,3840. The oil, which had an odour 

 of diphenylmethane, is no doubt heptane; brominating led to n-heptyl- 

 bromide, b. p. 178 to 18 1°, at 70 mm. 93 . This, boiled with fused 

 sodium acetate and glacial acetic acid, gave n-heptyl acetate, b.p. 192 . 

 Fraction No. 6, distilled three times over sodium, finally boiled 

 at 158 to 160 : d 3 ^ 0,8252, « D30 o (+?) 29,6°, n D30O 1,4587. The 

 liquid hydrochloride had b. p. 114 to 116 (34 mm.) d^- 0,9343, 



a D30° -f-9°> n D30° I >4°55. Treatment of this chloride with magnesium 

 and subsequent decomposition with water resulted in a hydrocarbon 

 with the following properties : b.p. 168 to 170 , d^ 0,8050, «p30°+ M , 

 n D30° 1 ,44°o. Judging from these data, the hydrocarbon was regarded 



x ) Report October 1906, 64; April 1907, 85; October 1907, 76. 



