82 



BACON. 



zoate. melting at 77° and isoeugenol is also present. I have not attempted 

 thovonglily to study tlie plienol fraction because of its small amount and because 

 it lias lieen well identified by Schimmel & Company." 



The neutral fractions after shaking out the alcohol as thorouglily as possible, 

 was dried over anhydrous sodium sulphate, as calcium chloride was difficult to 

 remove, both because of the presence of ethyl alcohol and because of the solid 

 compounds which may be formed with benzyl alcohol and with geraniol. 



The total neutral oil weighed 808 grams; it was subjected to three careful 

 fractionations in vamio, using a column of glass beads in a high-necked distilling 

 flask. The fractions obtained, together with their physical constants, are given 

 in the following table :^° 



Table V. — Fractions obtained by distilling the neutral oils left after saponifying 

 1,000 grams of ylang-ylang oil and removing other constituents. 



No. 



Boiling point. 



4 



.25° 



-^ 



Amount 

 (grams). 



Percent- 

 age of 

 hydroxy!. 



16 mm. 



760 mm. 



1 

 2 

 3 

 4 

 5 

 6 

 7 

 8 

 9 

 10 

 11 

 12 



13 



57°- 68° 

 68°- 75° 

 75°- 80° 

 80°- 85° 

 85°- 90° 

 90°- 95° 

 95°- 98° 

 98°-105° 

 105°-115° 

 11.5°-125° 

 12.5°-130° 

 130° (con.) 



f Tola 

 'Residue, p 



i Total 



160°-170° 

 170°-175° 

 175°-180° 

 18D°-185° 

 185°-190° 



0.880 



0.903 



0.913 



0.902 



0.889 



0.8885 



0.8895 



0. 9131 



0. 9045 



0.8894 



0.9065 



0.8926 



due 



+11.5 

 + 1.2 



- 5 



- 8.9 

 -12.8 

 -^15.4 

 -15 

 —11.7 

 -10.6 

 -24.2 

 -64.4 

 —74.4 



1.4807 

 1.4851 

 1. 4860 

 1.4803 

 1.4750 

 1.4750 

 1. 4764 

 1.4862 

 1. 4869 

 1. 4896 

 1.5060 

 1.6055 



8.1 

 17.6 

 16.4 

 19.1 

 18.3 

 71 

 . 124 

 25 

 32 

 61 

 79 

 117 



0.5 

 1.4 

 2.2 

 8 



11.07 



11.6 



11.6 



11.2 



10.3 



.S.4 



0.5 



0.13 













except resi 

 easant smel 



.588.5 

 172.0 



760.5 



ling tar ai 



id polyter 



>enes 

















" Loe. cit. 



^° This method of fractionation -with a column of glass beads has been used 

 by Michael and by Freer for many years and gives e.xceedingly satisfactory results. 

 For a small flask, a test tube is drawn out to a capillary and the upper end so 

 cut olT as to rest rather snugly in the neck of the distilling flask. Glass beads 

 are then filled in to within 1 or 2 centimeters of the exit tube. A properly 

 prepared tulic gives a ccmtiiuKms stream of small bubbles from its capillary end 

 because of tlie small I'eservoir just below the glass beads, so that the distillation 

 in vacuo proceeds smootldy and without bumping. If it is desired to introduce 

 a stream of air or otlier gas through a capillary, as it is advisable to do Avhen 

 dealing Avith large quantities of oils, the beads rest on a piece of platinum gauze 

 supported by a test tube or suitable bent rod. The separation eff'ected by the 

 glass beads because of the many points of glass contact is surprisingly efficient, 

 probably better than with bulb forms of fractioning apparatus, and the vapor 

 does not need to be driven nearly as high as with the older forms of apparatus. 



