150  Separation  of  Oxyniethylanthraqiiinones.  {Am\l™T\li*rm' 
anthraquinones  was  applied,  which  was  positive.  Whether  this  sub- 
stance is  rhein,  tetroxymethylanthraquinone,11  we  are  not  prepared 
to  say. 
Sodium  Carbonate  Fraction. — Five  or  six  washings  with  sodium 
carbonate  were  made.  The  alkaline  solution  was  deep  red.  Afte*r 
this  the  washings  became  pink-colored,  and  the  treatment  was  dis- 
continued. The  color  was  passed  into  ether  and  the  ether  evaporated. 
The  residue  was  orange  red  and  showed  a  tendency  to  form  needle- 
like crystals.  The  melting-point  was  not  sharp,  but  the  substance 
was  distinctly  liquid  at  2490.  By  the  color  test  the  reactions  were 
like  those  found  for  emodin  as  derived  from  buckthorn. 
Sodium  Hydroxide  Fraction. — Two  washings  completely  re- 
moved the  remaining  color  of  the  benzol  extract.  The  ether  residue 
obtained  from  this  fraction  was  golden  yellow  in  color  and  melted 
quite  sharply  at  1890  to  1900.  By  the  color  test  the  reactions  were 
like  those  observed  for  chrysophanic  acid  as  derived  from 
chrysa robin. 
Senna. 
In  the  work  with  senna  fluidextracts  were  used. 
Ammonium  Carbonate  Fraction. — This  reagent  removed  a  large 
amount  of  color  from  the  benzol  in  the  first  four  washings,  which 
were  deep  orange  in  color.  Subsequent  washings  were  faint  pink, 
a  slight  amount  of  color  being  removed  indefinitely.  The  color  in 
the  first  four  washings  was  passed  into  ether  and  the  ether  evapo- 
rated. The  residue  was  evidently  not  a  homogeneous  substance.  A 
portion  of  it  went  into  solution  readily  in  cold  absolute  alcohol,  but 
the  remainder  dissolved  only  by  the  aid  of  heat.  A  difference  in 
solubility  was  shown  also  with  ether,  and  a  separation  was  made  into 
(a)  ether-soluble  and  (b)  ether-insoluble  portions. 
The  ether-soluble  portion  (a)  gave  the  general  test  for  oxy- 
methylanthraquinones.  By  the  color  test  reactions  not  hitherto 
observed  were  obtained. 
Residue  +  H2S04  =  purple  or  violet ;  +  HNOs  =  yellow ;  +  H.O 
=  yellow  solution. 
No  melting-point  was  obtained. 
The  ether-insoluble  portion  (b),  on  applying  the  general  test 
for  oxymethylanthraquinones,  gave  a  purple-red  solution  on  addition 
O.  Hesse,  Proc.  Am.  Pharm.  Assoc.  (1896),  p.  549. 
