Am.  Jour.  Pharm,  1 
March.  1891.  J 
Oxidation  of  Ecgonine. 
139 
but  when  the  liquid  is  cooled  to  —  250,  it  separates  distinctly  into 
phenol  hemicamphoride  and  phenol.  Resorcinol  monocamplioride \ 
C6H6O2,C10H]6O,  forms  large,  thin,  hygroscopic,  rectangular  lamellae, 
which  become  liquid  when  mixed  with  a  small  quantity  of  water, 
and  are  decomposed  by  a  large  quantity  with  separation  of  camphor. 
It  melts  at  about  290,  but  can  remain  for  a  long  time  in  superfusion 
at  150;  rotatory  power  in  alcoholic  solution,  [«]D  —  -f  22-5°. 
Resorcinol  dicamphoride,  a  syrupy,  colorless  liquid,  which  forms 
large,  hexagonal  crystals  at  o° ;  sp.  gr.  at  15°=  1-0366;  [«]D  — 
-f  25-9°.  a-Naphthol  camphoride,  C10H8O,C10H16O,  is  a  slightly 
colored,  syrupy  liquid,  which  does  not  solidify  at  —  160,  and  is  not 
decomposed  by  water;  sp.  gr.  at  o°  —  10327;  =  -f  10-5°.  It 
dissolves  a-naphthol,  which  separates  in  short,  rhombic  prisms 
(Wyrouboff).  fi-Naphthol  camphoride,  3C10H80, 5C10H16O,  a  liquid 
very  similar  to  the  preceding  compound,  sp.  gr.  at  o°  =  10396; 
[a]D  ==  -f-  22-5°.  It  dissolves  /9-naphthol,  which  separates  from  it  in 
somewhat  large,  tabular  crystals.  Salicylic  camphoride,  C7H6Os, 
2C10H16O,  a  white,  nacreous  mass  of  long,  thin,  microscopic  needles, 
which  melts  at  about  o°,  and  is  only  partially  decomposed  even  by 
boiling  water.  Its  rotatory  power  in  alcoholic  solution  is  = 
+  27-3°- 
Salol  seems  to  form  a  similar  compound,  but  its  composition  has 
not  yet  been  determined.  Salol  crystallizes  from  salol  camphoride 
in  bulky,  irregular  crystals  of  the  rhombic  system,  and  some 
measurements  of  these  by  Wyrouboff  are  given. 
OXIDATION  OF  ECGONINE.1 
By  C.  Liebermaiw. 
It  has  been  shown  by  Einhorn  that  when  anhydroecgonine 
is  heated  with  hydrochloric  acid  it  yields  tropidine ;  it  seemed 
probable,  therefore,  that  ecgonine  and  tropine  would  give  the 
same  oxidation  products  under  the  same  conditions,  an  assumption 
which  is  shown  to  be  correct  by  the  author's  experiments. 
When  ecgonine  (100  grams)  is  oxidized  with  chromic  acid  and 
sulphuric  acid  in  the  manner  described  by  Merling  {Annalen,  216, 
329),  a  brown,  syrupy  acid  is  obtained  ;  on  boiling  this  product  with 
alcohol,  there  remains  a  considerable  quantity  (about  18  grams)  of 
tropinic  acid,  identical  with  the  compound  obtained  by  Merling  by 
1  Ber.  23,  2518  ;  reprinted  from  Jour.  Chcm.  Soc,  December  1890,  p.  1449. 
