472  Oil  from  Monarda  Punctata.  {^tembev% 
Found. 
Calculated  ,  . 
forCi„H180.  I  II.  III. 
Per  Cent.  Per  Cent.  Per  Cent.         Per  Cent. 
C  77-92  82-39  78oS  So'6 
H  11*69  11-84  n'25  11 '6 
O   10*37  6*77  10-67  7-8 
These  results  do  not  agree  very  well,  nor  can  the  fractions  after 
but  one  fractionation  be  considered  pure.  The  amount  of  oxygen, 
however,  makes  the  presence  of  some  oxygenated  substance  like 
linalool  probable. 
May  31,  1896,  about  30  pounds  of  young  plants  not  yet  in  blos- 
som were  collected  near  Arena,  Wis.,  by  Prof.  Cheney.  From  the 
partly  dried  herb  about  118  grammes  of  oil,  or  3-39  per  cent.,  were 
obtained  by  distillation  with  water  vapor.  The  oil  possessed  a 
slightly  reddish  color,  and  had  a  specific  gravity  of  0-925  at  20°. 
The  rotatory  power  could  not  be  taken  on  account  of  the  dark  color 
of  the  oil;  a  volumetric  estimation  of  thymol  was  made.5 
(1)  a.  4  4580  grammes  of  oil,  when  diluted  to  130  c.c.  with  petro- 
leum ether  and  shaken  with  5  per  cent,  soda  solution  until  the  vol- 
ume of  ether  solution  remained  unchanged,  and  thymol  was  no 
longer  indicated  by  Fliickiger's  re-agent.  Loss  of  volume  3-0  c.c, 
equal  61-22  per  cent,  phenol. 
b.  Alkaline  solution  of  thymol  diluted  to  100  c.c.  with  5  per  cent, 
soda  solution. 
(a)  10  c.c.  of  this  solution  required  73*5  c.c.  |^  I  solution  for  precipitation 
of  phenol,  hence  75-3  X  0-0037415  =  61 '68  per  cent,  thymol. 
(/?)  A  duplicate  test  gave  identical  results. 
(2)  a.  5-7887  grammes  diluted  to  13-3  c.c.  lost  3-9  c.c,  hence  61-9 
per  cent,  phenol  present. 
b.  Alkaline  solution  of  thymol  diluted  to  100  c.c  with  5  per  cent, 
soda  solution. 
(a)  10  c.c.  required  95-0  ^  I.  v.  s.  for  precipitation  of  phenol,  hence  present 
61-4  per  cent,  thymol. 
(j3)  A  duplicate  test  gave  identical  results. 
TABIyB  OF  RESULTS. 
Shaking  Out  Process.    As  Thymol  Iodide. 
Per  Cent.  Per  Cent. 
Bxperiment  i   61*22  6168 
"  2   61-9  61*4 
Pharm.  Chem.  Laboratory,  University  of  Wisconsin. 
5  For  the  details  of  this  process,  compare  "  The  Volumetric  Estimation-  of 
Phenols,"  by  E.  Kremers  and  O.  Schreiner. 
