352 
The  Violet  Perfume. 
A.m.  Jour.  Pbarm. 
July,  1895. 
Ionon  formula : 
CH3  CH3 
\  / 
C 
/  \ 
H2C  CH.CH:CH.CO.CH3 
HC  (:H.CH3 
%  / 
c 
H 
When  Pseudionon  is  treated  with  dilute  minerals,  it  is  changed 
into  an  isomer  of  lower  B.  P.,  etc.  To  this  end  the  following  mix- 
ture is  heated  on  an  oil  bath  at  the  boiling  point ;  Pseudionon,  20 
parts;  water,  ioo  parts;  H2S04,  2  5  parts;  glycerin,  100  parts.  When 
cold,  extract  with  ether.  Evaporate  the  ether,  and  fractionally  distil 
the  oil  remaining,  under  diminished  pressure.  That  portion  distilling 
at  I25°-I35°  (12  mm.)  is  preserved  and  purified, either  by  fractional 
distillation  again,  or  in  the  same  manner  as  Irone.  Pure  Ionon  has 
B.  P.  I26°-I28°  (12  mm.);  sp.  gr.,  0-9351  at  200;  refractive  index, 
nD=  1-507.  It  is  a  colorless  liquid,  soluble  in  alcohol,  ether,  benzol 
and  chloroform.  It  possesses  an  odor  similar  to  the  fresh  flowers 
of  violets,  and  resembles  that  of  the  vine  blossom.  When  heated 
with  HI-|-Pf  it  loses  H20  and  yields  Ionene,  C13Hi8,  which  boils  at 
I06°-I07°  (10  mm.);  sp.  gr.,  09338,  and  refractive  index,  nD= 
1-5244.  It  resembles  Irene  very  closely,  and  has  the  property  of  a 
terpene.    It  is  soluble  in  alcohol,  ether,  benzol  and  chloroform. 
Ionene,  on  cautious  oxidation  with  chromic  acid,  yields  a  mixture 
of  the  following  compounds,  which  can  be  separated  by  means  of 
their  calcium  salts : 
(a)  Iongenogonic  Acid, 
HgC^  yCB3 
X-  CH-COOH 
4  / 
CH3-C6H3<^  2 
\C 
On  crystallization  from  water.it  yields  white  needles,  M.  P.  2370. 
Soluble  in  alcohol,  benzol  and  chloroform. 
