Am.  Jour.  Pharm. 
May,  1895. 
Some  Derivatives  of  Chimaphilin. 
239 
A  bromine  derivative  was  made  by  adding  an  ethereal  solution 
of  bromine  to  a  solution  of  chimaphilin  in  ether.  The  addition 
was  continued  as  long  as  the  color  of  the  bromine  disappeared. 
The  derivative  formed  tabular  crystals,  which  underwent  decompo- 
sition when  exposed  to  the  air. 
A  quantity  of  chimaphilin  was  boiled  with  acetic  anhydride  for 
four  hours.  When  the  resulting  solution  was  poured  into  water,  a 
crystalline  precipitate,  having  the  appearance  of  the  original 
chimaphilin,  was  produced.  A  melting-point  determination,  the 
complete  volatilization  and  the  sublimation  of  the  precipitated  sub- 
stance, proved  the  correctness  of  that  opinion. 
Chimaphilin  was  dissolved  in  chemically-pure  nitric  acid,  of  spe- 
cific gravity,  1-42.  The  solution  was  kept  in  a  water-bath,  at  a  tem- 
perature of  900  C,  for  one  hour.  During  this  time,  red  fumes  were 
emitted.  The  resulting  liquid,  when  allowed  to  cool,  separated  a 
mass  of  lemon-yellow  tabular  crystals.  These  were  collected  and 
washed  with  water.  Another  lot  of  the  same  crystals  was  obtained 
by  evaporating  the  solution  to  dryness  on  a  water-bath. 
After  several  recrystallizations  from  absolute  ether,  the  crystals 
were  found  to  melt  to  a  red-brown  liquid  at  a  temperature  of  1530 
to  1 540  C.  When  recrystallized  from  alcohol,  a  decomposition  into 
resinous  substances,  incurring  great  loss  of  material,  took  place. 
The  product  of  the  action  of  the  nitric  acid  was  somewhat  soluble 
in  a  10  per  cent,  solution  of  potassium  hydrate,  producing  therewith 
a  reddish-yellow  liquid.  This  color  was  destroyed  by  strong  acids, 
but  it  was  not  restored  by  the  addition  of  alkali  in  excess. 
The  action  of  ammonium  hydrate  was  similar  to  that  of  the  fixed 
A  combustion  of  the  product  showed  the  following  results : 
Both  silver-foil  and  copper-turnings  were  used  in  the  tube,  to 
insure  the  decomposition  of  the  oxides  of  nitrogen. 
An  estimation  of  nitrogen  by  the  soda-lime  method  showed  170 
per  cent.,  while  one  by  the  Kjeldahl  method  indicated  219  per 
cent,  of  the  element. 
ACTION  OF  ACETIC  ANHYDRIDE. 
ACTION  OF  NITRIC  ACID. 
alkali. 
Carbon  .  . 
Hydrogen 
63 '64  per  cent. 
6'57  " 
