NITRO DERIVATIVES OF PHENOL 489In 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 PHASESConcentration of
picric acid g/l.
of the solutionSolution volumes
water-tolueneGrammes of picric acid in 100 ml
of the solution
water toluenePartition
coefficient10g 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
0.0009520.725 1 : 2.63
0.175 1 : 1.24
0.038 1 : 0.63
- ether
0.670
0.011
0.00011
- ether
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 betweenwater 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 115Benzene-
Temperature water Temperature
°C N = 1.727 °C
kx10^210 1.563 20
30 1.892^40
50 2.275^60
70 2.673^80Toluene- Chlorobenzene-
water water
n = 1.667 n = 1.674
k x 10^2 kx10^21.875 2.421
2.323 2.965
2.884 3.548
3.532 4.416AS 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