384  Paraquinanisdil  and  Derivatives.  {AmAu^"i§Trm' 
Silver  nitrate  produces  this  coloration  with  separation  of  silver. 
Thalline  hydrochloride,  C10H13NO,HC13  crystallizes  in  well-formed 
prisms,  sparingly  soluble  in  alcohol.  The  sulphate  (with  2  mols. 
H20)  and  other  salts  are  described.  Acetylthalline,  C10H12NOAc, 
forms  clear,  broad,  monoclinic  prisms,  which  melt  at  46—47°.  Its 
solubility  resembles  that  of  thalline.  Bromine  acts  on  thalline  with 
formation  of  a  compound,  C10H6Br3XO ;  it  is  a  pale  yellow  powder, 
melting  at  193-194°. 
Methylthalline,  C10H12NOMe,  is  prepared  by  the  action  of  methvl 
iodide  on  thalline.  It  forms  a  thick,  colorless  oil,  which,  when  kept 
becomes  brown;  it  boils  at  277-278'5°  (uncorr.).  When  a  solution 
in  dilute  hydrochloric  acid  is  treated  with  ferric  chloride  it  acquires  a 
cherry-red  color,  which  changes  to  reddish-yellow  when  kept  long. 
The  hydrochloride  and  sulphate  crystallize  in  well-formed  prisms, 
readily  soluble  in  water. 
Thalline  hydriodide  (C10H13XO)2HI,  and  quaternary  dimethylthalline 
iodide,  C10H12XOMe2I,  are  formed  in  the  preparation  of  methylthalline. 
The  former  compound  crystallizes  in  flat  prisms,  melting  at  155- 
156°,  insoluble  in  ethylbenzene,  light  petroleum,  readily  soluble  in  hot 
alcohol.  The  latter  compound  forms  long  prisms,  insoluble  in  light 
petroleum,  readily  soluble  in  alcohol  and  in  water,  from  which  it 
crystallizes  with  1  mol.  H20.  It  melts  with  evolution  of  gas  at  223- 
224°.  Boiling  aqueous  potash,  hydrochloric  and  nitric  acids,  do  not 
act  on  it. 
Ethylthalline,  C10H12EtNO,  is  a  thick  oil  which  boils  at  287- 
287*5°,  with  slight  decomposition.  It  is  insoluble  in  water,  very 
readily  soluble  in  alcohol,  ether,  and  in  mineral  acids.  Some  salts 
were  prepared ;  they  are  very  hygroscopic  and  crystallize  with  diffi- 
culty. Ethylthalline  ethiodide  forms  white  needles,  readily  soluble  in 
alcohol  and  in  water,  insoluble  in  ether;  it  melts,  with  evolution  of 
gas,  at  131-133°;  when  distilled  it  decomposes  into  ethyl  iodide  and 
ethylthalline. 
Benzyl  chloride  acts  on  thalline  with  formation  of  a  base,  probably 
benzylthalline ;  when  treated  with  ferric  chloride,  it  gives  the  same 
characteristic  red  color  as  methyl-  and  ethyl-thalline. 
The  physiological  properties  of  several  of  the  compounds  mentioned 
in  the  paper  are  described.  The  paper  concludes  with  remarks  on  the 
constitution  of  quinine. — Jour.  Chem.  Soc,  1886,  p.  79. — Monatsh. 
Chem.,  vi,  760-784. 
