162 
Oil  of  Pennyroyal. 
( Am.  Jour.  Pharm. 
\       AprU,  1888. 
oiighly  dried,  mixed  with  the  remainder,  and  subjected  to  repeated 
fractional  distillation,  until  the  following  fractions  were  obtained : 
Fraction.         Boiling.      Quantity.    Fraction.      Boiling.  Quantity. 
I. 
below  165°C. 
2c.c. 
VII. 
215°-217°a 
50c.c. 
11. 
165°-170° 
6  " 
viir. 
217°-218° 
300  " 
III. 
170°-180° 
20  " 
IX. 
218°-220° 
125  " 
IV. 
180°-185° 
25  ' 
X. 
220°-222° 
85  " 
V. 
185°-200° 
50  " 
XI. 
222°-225° 
25  " 
VI. 
200°-215° 
160  " 
XII. 
225°  
50  " 
After  removing  the  fifth  fraction  the  neck  of  the  flask  broke,  and 
on  examination  the  next  morning  was  found  to  be  studded  with 
small,  fine,  needle-shaped  crystals ;  it  was  accordingly  marked  Z,  and 
set  aside  for  further  investigation.  These  fractions  were  all  placed  in 
a  freezing-mixture  of  -17°C.  for  two  and  a  half  hours,  but  nothing 
separated.  Fraction  xii  was  fluorescent  and  became  solid  though  not 
crystalline. 
ULTIMATE  ANALYSIS. 
Fraction  ii.  (165°-170°C.)— In  the  first  0.1375  grams,  and  in  the 
second  0.1412  grams  of  oil  were  used,  with  the  following  results :  The 
formula  corresponding  most  nearly  is  CgHigO. 
Found. 
Calculated 
for  CeHi^O. 
I. 
C.  72.098  per  cent. 
H.  12.288 
0.  15.614 
II. 
72.115  per  cent. 
12.039 
15.846 
Average. 
72.106  per  cent. 
12164 
15.730 
72.00  per  cent. 
12.00 
16.00 
100.000  per  cent. 
100.000  per  cent. 
100.000  per  cent. 
100.00  per  cent. 
Fractions  x  and  xi.  (220^-225°)— In  the  first  0.1414  grams, 
and  in  the  second  0.1678  grams  of  oil  were  used.  The  liquids  were  then 
mixed,  refractionated,  and  an  analysis  made  of  the  fraction  obtained 
between  220°  and  225°,  and  marked  T,  of  which  0.144  grams  of  oil 
were  used.  The  formula  corresponding  most  nearly  to  these  results 
is  C„H„0. 
Found. 
Calculated 
for  CioHi^O. 
X. 
C.   78.40  per  cent. 
H.  11.19 
0.  10.41 
XI. 
78.34  per  cent. 
11.22 
10.44 
T. 
78.503  per  cent. 
11.189 
10.308 
78.43  per  cent. 
11.12  " 
10.45 
100.00  per  cent. 
100  00  per  cent. 
100.000  per  cent. 
100.00  per  cent. 
