456 
Examination  of  Lippia  Scaberrima. 
f  Am.  Jour.  Pharm. 
\     October,  1907. 
examination  of  this  substance  is  described  below,  as  a  further  quan- 
tity of  it  was  subsequently  obtained. 
The  ethereal  liquid,  from  which  the  above-mentioned  solid  had 
been  removed,  was  separated  from  the  aqueous  liquid,  washed, 
dried  and  evaporated.  The  residue,  which  consisted  of  a  dark 
green,  sticky  mass,  was  treated  with  several  portions  of  warm,  light 
petroleum  to  remove  the  fatty  acids  it  contained,  the  residual  green, 
resinous  product  mixed  with  a  small  amount  of  warm  ether,  and 
then  allowed  to  stand.  At  the  end  of  a  few  days  it  had  deposited 
a  quantity  of  a  granular  solid,  and  this  was  separated  from  the  green, 
uncrystallizable  syrup.  After  solution  in  alcohol,  purification  with 
animal  charcoal,  and  several  recrystallizations,  this  substance  was 
obtained  in  the  form  of  handsome,  white  needles,  which  were  found 
to  be  identical  with  those  above  mentioned.  This  substance  is  not 
an  acid,  as  it  was  unacted  upon  by  aqueous  alkalies.  When  boiled 
with  acetic  anhydride  it  gave  an  acetyl  derivative,  which  was 
obtained  in  the  form  of  an  uncrystallizable  syrup.  It  is  evident, 
therefore,  that  it  is  of  an  alcoholic  nature,  and,  as  it  is  not  iden- 
tical with  any  substance  hitherto  described,  the  name  Lippianol1 
may  appropriately  be  assigned  to  it. 
Lippianol  is  sparingly  soluble  in  alcohol,  and  very  sparingly  so  in 
ethyl  acetate,  but  crystallizes  from  both  these  solvents  in  colorless 
needles,  which  melt,  with  decomposition,  at  300-3080  C. 
0  0861  gave  0-2361  C02  and  0-0712  H20.  C  =  74-8  ;  H  =  9-2. 
0-0873  "  0-2391  C02  "  0-0724  H20.  C  =  74-7;  H  =  92. 
C25H3604  requires  C  =  75*0;  H  =  9-0  per  cent. 
It  is  evident  from  these  analyses  that  lippianol  possesses  the 
empirical  formula  C25H8604.  It  is  optically  active,  and  a  determina- 
tion of  its  specific  rotatory  power  gave  the  following  result : 
0-1123,  dissolved  in  25  c.c.  of  absolute  alcohol,  gave  aD  4-  0°  35' 
in  a  2  dcm.  tube,  whence  \_a]B  -f-  64-9°. 
1  The  designation  Lippianol  has  been  adopted  in  view  of  the  fact  that,  as 
already  noted,  the  name  Lippiol  ha9  previously  been  given  by  Podwissotzki 
(loc.  cit.)  to  a  crystalline  substance  of  indefinite  character  and  composition 
obtained  by  the  distillation  of  the  so-called  Lippia  mexicana. 
C  =  74-6  ;  H  =  9-5 
1 1 
