424  . 
Oil  of  Erigeron  Canadense. 
Am.  Jour.  Fharm. 
Sept.,  1893. 
pinene  might  be  present.  (The  specific  gravity  of  pinene  being 
0-856-0-863  at  20°  C.  and  boiling  at  1600.) 
First  of  all,  it  was  desirable  to  ascertain  whether  this  fraction 
consisted  entirely  of  hydrocarbons  or  not. 
Upon  combustion  the  following  results  were  obtained  : 
(I)  0*1570  g.  of  substance  gave  o-i686  gm.  of  H20  =  0*0187  gm-  of 
and  0-4970  gm.  of  C02  =  0*1315  gm.  of  C 
(II)  0*1226  g.  of  substance  gave  0*1290  gm.  of  H20  =  0*145  gm-  °f  H 
and  0*3856  gm.  of  C02  =  0*1:051  gm.  of  C 
Calculated  for  Found. 
C10H16  C10H1S  I.  II. 
C,  .  .   88*23  p.c.        86*95  p.c.  C,  .  .   85*98  p.c.         85*72  p.c. 
H,    .   11*76  p.c.        13*04  p.c.  H,     .    11*91  p.c.         11*82  p.c. 
It  is  evident  from  these  results,  that  this  fraction  does  not  consist 
exclusively  of  hydrocarbons.  To  ascertain  whether  any  esters  were 
present,  a  small  quantity  (2-2472  gm.  of  the  fraction)  was  heated  with 
a  standard  alcoholic  potash  solution  (5  per  cent.)  for  one  hour  on  a 
water-bath.  But  upon  titration  it  was  found  that  none  of  the  potash 
had  been  consumed.  Thus  there  is  evidently  a  small  quantity  of 
some  substance  present  which  escapes  identification  thus  far. 
A  nitroso  chloride  was  prepared  from  10  cc.  of  this  fraction, 
according  to  Wailach's  method,  with  a  yield  of  6*970  gm.  The 
larger  portion  of  this  was  soluble  in  ether.  The  crystals  from  the 
ethereal  solution  were  recognized  as  a-nitroso  chloride,  with  some 
dipentene  nitroso  chloride,  which  crystallized  from  the  mother  liquid 
of  the  a-limonene  nitroso  chloride.  The  portion  insoluble  in  ether 
proved  to  be  limonene  /3-nitroso  chloride  as  was  shown  by  its  solution 
in  chloroform  and  precipitation  as  acicular  crystals,  on  the  addition 
of  methyl  alcohol.  The  tabular  crystals  of  the  «-nitroso  chloride, 
when  dried  melted  at  from  94-95*5°  C.  Those  of  the  limonene 
/3-nitroso  chloride  when  dried  melted  at  1040  C. 
In  rotatory  power  the  «-nitroso  chloride  compared  favorably  with 
the  results  of  Wallach  and  Conradi,1  as  shown  by  the  following  data : 
S  =  2'00 
L  (ether)  =  38*0 
p.  =  5  per  cent. 
d.  =  0*750 
t.  =  200 
1  =  -f  11*60 
(«)d  =  +  3°9'3 
1  Annalen,  p.  252. 
