75 



mentioned: m. p. 25 , d 25 o 1,087, n D25 o 1,51462, mol. refr. found 65,7, 

 calculated 64,77. The pure body also was converted into the acid 

 (m. p. 8 7 ) by oxidation and into the nitrated compound (m. p. 65 ) 

 by reduction and subsequent nitration. These facts, together with its 

 behaviour towards alcoholic potash, phloroglucinol and hydrochloric acid, 

 picric acid, or hydrochloric acid, as well as the values ascertained for 

 refraction and dispersion, made it possible to determine its nature as 

 i-allyl 2,3,4, 5-tetramethoxybenzene, a body which has not previously 

 been found in essential oils. 



The following formulae exhibit the connection existing between the 

 combinations in question: — 



CH 2 .CH:CH 2 COOH 



CH,0 



OCH 3 



OCH, 



CH q O 



OCH 3 

 OCH, 



OCH a 



OCH, 



i-Allyl2,3,4,5-tetra- 

 methoxybenzene 



CH 2 .CH:CH, 



OCH 3 



O 



2, 3, 4, 5-Tetramethoxy- 

 benzene carboxylic acid- 1 



CH 2 .CH 2 .CH,, 



OCH 3 



CH Q ol /OCH Q 



O 



CH, 



Apiol 



N0 2 



I -Propyl 2, 3, 5-trimeth- 

 oxy-4-nitrobenzene 



Patchouli Oil. The value of this oil, which is such an indis- 

 pensable article in the perfumery trade, has remained entirely unaltered 

 since last October. It has all along been difficult to procure suitable 

 material for distilling purposes, and in face of the keen competition 

 of the cheap, albeit generally thoroughly bad, Indian distillate, the 

 profit on patchouli oil of our own manufacture is being so much reduced 

 that important transactions can only be effected in the case of customers 

 who are really connoisseurs. 



In our last Report 1 ) we published particulars of the examination 

 of a series of patchouli oils which had been sent to us by Dr. de Jong. 

 Roure-Bertrand Fils have obtained a similar collection from Buiten- 

 zorg, and they communicate the result of their investigations on these 

 in their Berichte 2 ). With one exception these results tally with those 

 obtained by us. The exception is that Messrs. Roure-Bertrand 



*) Report November 1908, 95. 



2 ) Berichte of Roure-Bertrand Fils, October 1908, 27. 



