214  Ur ethanes  of  Thymol  and  Carvacrol.    |A^£X  i92?rm" 
The  thymol  compound  was  first  prepared  by  Schiff  23a  by  the 
action  of  benzoyl  chloride  on  the  potassium  salt.  The  mixture  was 
melted  together  on  the  water  bath,  when  it  solidified.  It  was  puri- 
fied and  crystallized  from  absolute  alcohol  or  chloroform  as  beauti- 
ful yellow  glistening  needles  with  a  melting  point  of  no0  (uncor.). 
An  analysis  is  given  corresponding  to  the  formula  Ci7H17N03. 
Godschmidt  and  Schmid  23b  prepared  the  same  derivative  by  using 
the  sodium  compound.  It  melted  at  iio-iii0.  The  nitrogen  con- 
tent is  correct.  The  sodium  and  potassium  compounds  give  the  same 
derivative.  These  authors  assign  the  ketone  structure  to  this  deriva- 
tive. 
r  tt  \NO.COC6H5 
^io-n-12    r  q 
These  were  prepared  by  the  Schotten-Baumann  reaction,  using 
one-fortieth  mol  of  reacting  substances : 
Nitrosophenol  4.5  gm. 
Benzoyl  chloride  3.5  gm. 
Sodium  hydroxide  1.0  gm. 
The  nitrosophenol  was  dissolved  in  the  equivalent  quantity  of 
10  per  cent,  sodium  hydroxide  solution  and  benzoyl  chloride  added 
with  shaking  till  an  odor  persisted  to  ensure  an  excess. 
Nitrosothymol  dissolves  in  the  sodium  hydroxide  with  evolu- 
tion of  heat.  The  chloride  was  added  from  a  pipette  and  the  stop- 
pered flask  shaken.  The  reaction  product  separated  out  as  orange 
colored  granules,  which  were  not  melted  by  the  heat  of  reaction.  It 
was  filtered  at  the  pump  and  washed  with  water,  and  dried  over 
night  on  paper.  The  product  so  obtained  weighed  7.6  g.  with  a  theo- 
retical of  7.07  g.   It  melted  at  1050,  and  after  freezing  at  97-1050. 
This  was  crystallized  from  95  per  cent,  ethyl  alcohol,  in  which 
it  is  readily  soluble  and  crystallizes  well. 
M.  P. 
First  crop,  547  gm.  109.5-110.50 
Second  crop,  0.59  gm.  diluted  with  water.     1 09.0-109.5 0 
Third  crop,  0.23  gm.  Brown  tarry. 
Total,  6.29  gm. 
Yield,  89  per  cent. 
10.8  gm.  nitrosothymol  dissolved  in  the  equivalent  quantity  of 
2N  potassium  hydroxide  gave  13.93  gm.  benzoyl  derivative,  a  yield 
23a 'Schiff,  Ber.,  8  (1875),  p.  1500. 
23bGoldschmidt  ard  Schmid,  Ber.  17  (1884),  p.  2062. 
