474  Oil  of  Orange.  (Am  Tour.  Bharm. 
~*  ~  in  ^     October,  1908. 
OIL  OF  ORANGE., 
By  Edwin  Dowzard. 
Two  varieties  of  orange  oil  occur  in  commerce, — sweet  and  bitter ; 
the  former  is  the  oil  principally  used,  the  latter  being  produced  only 
to  a  limited  extent.  It  is  impossible  to  distinguish  between  the  two, 
except  by  their  odor  and  taste. 
Wallach  has  shown  (Liebigs  Annalen,  227,  p.  289)  that  orange 
oil  consists  of  about  90  per  cent,  of  d-limonene.  A  small  quantity 
of  citral  and  1-limonene  appears  to  be  present.  According  to  Flatau 
and  Labbe  (Bull.  Soc.  Chan.,  Paris,  (3)  19,  361)  myristinic  acid 
and  myristicol  are  present  in  small  quantities,  besides  traces  of 
citronellol  and  a  new  aldehyde  with  a  characteristic  odor  of  oranges. 
The  above  chemists  have  also  separated  an  ester  which  is  in  the 
form  of  an  amorphous  powder.  Its  melting  point  is  64  0  to  65 0  C. 
and  it  has  a  strong  orange  odor.  The  presence  of  the  methyl  ester 
of  anthranilic  acid  in  sweet  orange  oil  was  first  detected  by  Parry 
(Chemist  and  Druggist,  56,  p.  462),  and  afterwards  confirmed  by 
Schimmel  &  Co.    (Report,  April,  1900). 
The  following  results  were  obtained  in  the  examination  of  seven- 
teen samples  of  sweet  orange  oil : 
Specific  Gravity 
Rotation 
Rotation  First 
Remarks 
15°  C. 
200  C. 
icy'c  distillate  200  C. 
I 
.849 
+  70°  44' 
+66°  36' 
Adulterated,  probably 
lemon  oil  and  tur- 
pentine 
2 
.850 
+95°  15' 
+97°  20' 
Normal 
3 
.851 
+95°  20' 
+95°  40' 
tt 
4 
•849 
+93°  10' 
+95° 
a 
5 
.850 
+95°  20' 
+980  8' 
a 
6 
.852 
+92°  14' 
+93°  40' 
Rotation  rather  low ; 
otherwise  normal 
7 
.848 
+95°  16' 
+94°  30' 
Normal 
8 
■849 
+97°  24' 
+97° 
ti 
9 
•855 
+94° 
+94°  50' 
a 
10 
.852 
+79°  5o' 
+73° 
Adulterated,  probably 
turpentine  or  lemon 
oil 
11 
.851 
+85°  30' 
+85°  48' 
12 
•854 
+890  10' 
+89°  44' 
13 
.847 
+96° 
+95°  40' 
Normal 
14 
.854 
+95°  10' 
+960  30' 
