Am.  jour. Pharm. ■>    jj re  thanes  of  Thymol  and  Carvacrol.  HQ 
reoruary,  1921.     \  *  •> 
In  sharp  contrast  with  the  solubility  of  the  monoderivatives,  the 
solubility  of  this  product  was  slight.  It  is  not  soluble  enough  in 
benzene  to  allow  this  to  be  used  for  crystallization.  In  95  per  cent, 
alcohol  it  is  slightly  soluble  in  the  hot  and  comes  out  as  a  fine  pow- 
der. In  ethyl  acetate,  chloroform,  and  carbon  tetrachloride  it  is 
very  slightly  soluble ;  yet  it  separates  in  fine  crystals  from  the  acetate 
on  cooling.  Acetone  dissolves  it  readily  giving  on  evaparation  hexa- 
gonal plates  with  one  elongated  axis.  Ethyl  acetate  does  not  pre- 
cipitate the  acetone  solution,  while  heptane  does,  and  carbon  tetra- 
chloride gives  a  turbidity  and  a  few  crystals  after  warming. 
For  purification  14.0  g.  of  urethane  were  extracted  under  a  re- 
rlux  condenser  with  190  cc.  benzene  for  one  hour.  The  residue  was 
repeatedlv  extracted  with  200  cc.  95  per  cent,  alcohol,  crystallizing 
each  time  and  repeating  the  extraction  with  the  mother-liquor. 
After  seven  extractions  6.0  g.  remained.  This  residue  was  extracted 
with  100  cc.  ethyl  acetate  in  the  same  manner  three  times,  and  fin- 
ally the  4.0  g. 'remaining  dissolved  in  acetone  and  recovered  on 
evaporation. 
Procedure  Turns  brown      M.  p.       Recovery  Total 
Original      229-2300   >  14.0  g. 
Benzene  extraction                     205°  213-2160  0.34 g. 
1st  Alcohol                                2100  229-229.50  1.41 
2nd  Alcohol                               205 0  226^227° 
3rd  Alcohol   2120  2270  0.64 
4th  Alcohol    2000      226.5-227.5 0  0.69 
5th  Alcohol        0.33 
Residue  after  this                       2100  228-229.50 
6th  Alcohol      — —  0.39 
7th  Alcohol        0.58 
Remaining    5-93  §'• 
1st  ethyl  acetate                         203 0  224-2260  0.48 
2nd  ethyl  acetate                        203 0  225-2280  0.54 
3rd  ethyl  acetate      ■  0.41 
Remaining    4.0 
Melting  Point  of  Re-crystallised  Product. 
Solvent  Turns  brown     M.  p. 
Acetone  1st  crop    223 0  232-233 0 
Acetone  2nd  crop    2260  232-233°  gas  evolved 
Ethyl  acetate,  crystallized  223 0  232-233° 
Ethyl  acetate,  evaporated    2200  2330 
Alcohol   2130  229-230.50  gas  evolved 
