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(Michael S) #1
NITRO DERIVATIVES OF PHENOL 489

In Table 114 partition coefficient of picric acid between two liquid phases arc


tabulated for water-toluene and water-ether (Sisley [44]).


TABLE 114
PARTITION COEFFICIENTS OF PICRIC ACID BETWEEN TWO LIQUID PHASES

Concentration of
picric acid g/l.
of the solution

Solution volumes
water-toluene

Grammes of picric acid in 100 ml
of the solution
water toluene

Partition
coefficient

10g 100 : 100 0.275

(^3) 0.125
(^1) 0.062
0.1 0.010
1
0.1
0.01



  • water-ether
    10g 106 : 96


water
0.374 -
0.085
0.0105
0.000952

0.725 1 : 2.63
0.175 1 : 1.24
0.038 1 : 0.63




    • ether
      0.670
      0.011
      0.00011






  • 1 : 1.79
    1 : 0.129
    1 : 0.010






Similar values have been obtained by Sisley for amyl alcohol and water.
Mindowicz [45] has also studied the partition coefficient (k) of picric acid between

water and various organic solvents. Table 115 summarizes his results expressed in


terms of the Nemst [46] and Shilov [47] equation


where n is an exponent independent on the temperature, Cl and C 2 are concentrations.


TABLE 115

Benzene-
Temperature water Temperature
°C N = 1.727 °C
kx10^2

10 1.563 20
30 1.892^40
50 2.275^60
70 2.673^80

Toluene- Chlorobenzene-
water water
n = 1.667 n = 1.674
k x 10^2 kx10^2

1.875 2.421
2.323 2.965
2.884 3.548
3.532 4.416

AS may be seen from the above data, from concentrated solutions picric acid


can be extracted by an organic solvent, while in the case of dilute solutions it remains


in the aqueous phase.
Hygroscopicity. Picric acid is only slightly hygroscopic. Marsh [48] found that


picric acid, in contact with water-saturated air at 32°C for 48 hr absorbed 0.37%


of water. If, however, the picric acid contained 0.05% of SO 3 , as sulphates or

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