198 



A. R. PENFOLD. 



be determined until it had been cleared up by washing with 

 dilute sodium hydroxide solution. By this means phenolic 

 bodies and considerable ferric hydroxide were removed. 



Experimental. — The oil was then of a green ish-brown- 

 yellow colour with a pronounced odour of sesquiterpenes 

 and had: — 



Specific gravity at 15° 0*9324 



Optical Rotation -2*42° 



Refractive Index at 20° 1*5048 



Insoluble in 10 vols. 80% alcohol by weight. 



Ester No. \\ hours, hot saponification ... 7*2 



Ester No. after acetylation: — 



2 hours contact in cold ... ... ... 24*95 



1^ hours contact, hot 40*98 



50 c.c. of oil were distilled at 10 mm., first drops came 

 over at 99° O. collected three fractions as below: — 



Fractions at 10 mm. 



99-123° O. 



1 c.c. 



123-132° O. 



30 c.c. 



133-156° C. 



17JC.C. 



Specific 

 gravity 15°C. 



0*9217 

 0*9456 



Optical 

 Rotation. 



2*52 c 

 3*91 c 



Retractive 



Index at 



20° C. 



1*5029 

 1*5079 



Determination of the Sesquiterpenes. 

 The two large fractions totalling 47-§- c.c. were allowed 

 to stand over metallic sodium for several days and then 

 repeatedly fractionated over the same metal at 10 mm. 

 until about equal volumes of the following fractions of 

 constant boiling point were obtained : — 



Boiling Point 

 at 10 mm. 



Specific Gravity 

 at 15° C. 



Optical 

 ' Rotation. 



Refractive Index 

 at 20° C. 



123-125° O. 

 129 - 132° O. 



0*910 

 0*921 



- 6*2° 

 + 0*72° 



1*4967 

 1*5063 



Neither of these fractions would form any of the usual 

 sesquiterpene derivatives, but gave the beautiful colour 

 reactions with bromine vapour, halogen and sulphuric acids 



