Amklrch ,  wTn' }  A  Ikaloid  from  Chrysan themu m  F lowers.  1 65 
fied  with  hydrochloric  acid;  it  is  insoluble  in  absolute  alcohol.  The 
hydrochloride  is  a  deliquescent  compound  which  crystallizes  in  a 
vacuum  in  tufts  of  small  needles.  It  is  freely  soluble  in  water  and 
in  hot  absolute  alcohol.  The  free  base  is  a  syrupy  liquid  which 
becomes  partially  crystalline  after  being  kept  for  a  long  time  in  a 
vacuum. 
Oxychrysanthemme,CuH26N2Ov  prepared  by  oxidizing  chrysanthe- 
mine  with  sodium  hypobromite,  yields  a  double  iodide  with  bis- 
muth, crystallizing  in  orange-colored  needles  readily  soluble  in  hot 
water.  The  alkaloid  is  a  syrupy  liquid  which,  if  kept  in  a  vacuum, 
is  slowly  converted  into  a  very  deliquescent,  crystalline  mass.  It 
has  an  acid  reaction,  but  combines  with  both  acids  and  alkalies, 
Chrysanthemine  strongly  resists  the  action  of  oxidizing  agents  ;  on 
heating  a  sulphuric  acid  solution  of  the  base  with  potassium  dichro- 
mate  and  sulphuric  acid,  it  is  almost  quantitatively  converted  into 
oxychrysanthemine ;  a  solution  of  potassium  permanganate,  on  the 
other  hand,  only  partially  converts  it  into  oxychrysanthemine,  car- 
bonic anhydride,  ammonia,  and  traces  of  trimethylamine  being 
evolved,  whilst  a  portion  of  the  base  is  completely  broken  up. 
Oxychrysanthemine  is  completely  disintegrated  by  a  hot  solution 
of  potassium  permanganate.  Dilute  solutions  of  alkalies  have  no 
action  on  chrysanthemine  even  after  prolonged  boiling  :  very  con- 
centrated solutions  decompose  it  into  trimethylamine,  ^-hydroxy- 
butyric  acid,  and  hexahydropiperidinecarboxylic  acid  with  evolu- 
tion of  hydrogen.  If  chrysanthemine  is  treated  with  a  moderately 
concentrated  solution  of  potash,  the  decomposition  takes  place 
more  slowly  and  a  small  quantity  of  a  product  intermediate  between 
chrysanthemine  and  hexahydropyridinecarboxylic  acid  is  obtained. 
This  compound  yields  an  aurochloride,  C11H2104NAuCl3,  crystallizing 
in  tufts  of  reddish-yellow  needles.  Oxychrysanthemine  is  decom- 
posed by  very  concentrated  solutions  of  potash  into  hexahydropy- 
ridinecarboxylic and  succinic  acids,  carbonic  anhydride,  trimethyla- 
mine and  hydrogen.  Fuming  hydrochloric  acid  has  no  action  on 
chrysanthemine  even  after  prolonged  heating  ;  concentrated  sul- 
phuric acid  merely  resinifies  a  very  small  proportion  on  boiling. 
A  glacial  acetic  acid  solution  of  chrysanthemine  (1  mol.)  dis- 
solves iodine  (10  atoms),  and  on  distilling  off  the  solvent  in  a 
vacuum,  a  brown  oil  is  left  which  does  not  lose  iodine  on  heating 
at  1500.    Chrysanthemine  may  be  boiled  with  water  for  days  with- 
