IUPAC-NIST Solubility Database
NIST Standard Reference Database 106


Glass Ball as Bullet Solubility System: Nitromethane with Formic acid and Water

Components:
   (1) Formic acid; CH2O2; [64-18-6]  NIST Chemistry WebBook for detail
   (2) Nitromethane; CH3NO2 ; [75-52-5]  NIST Chemistry WebBook for detail
   (3) Water; H2O; [7732-18-5]  NIST Chemistry WebBook for detail

Evaluator:
   V. P. Sazonov, Technical University, Samara, Russia, May, 1999

Critical Evaluation:

   A survey of reported compositions along the solubility curve and compositions of coexisting phases in equilibrium for the system nitromethane + formic acid + water is given in Table 1.

Solubility curve

     The system nitromethane + formic acid + water forms a miscibility gap of Type I, Treybal.3 Only one binary pair of components, nitromethane + water, is partially miscible. The data for this system were previously compiled and critically evaluated.4 The recommended value for the solubility of nitromethane in water at 293.2 K is x1" = 0.0345; and at 313.2 K, x1" = 0.0426. The solubility of nitromethane in water at 293.2 K reported in Zhuravlev and Maslovskay1 (0.0900 mass fraction; 0.0284 mole fraction) and at 313.2 K in Maslovskaya2 (0.1000 mass fraction; 0.0318 mole fraction) are rejected because they are inconsistent with recommended value from Savonov et al.4
         Solubility data obtained by the titration method for the ternary system nitromethane + formic acid + water were reported in two references. Data of Maslovskaya,2 which were reported at 313.2 K, indicate a smaller miscibility gap than the data at 293.2 K reported in Zhuravlev and Maslovskay.1 Thus, with increasing temperature the mutual solubility of the components increases, Fig. 1 . The data for the nitromethane + formic acid + water system are consistent with the data for the nitromethane + acetic acid + water system measured and reported by Maslovskaya in the same paper.2 Experimental errors were not reported, but are estimated by the evaluator to be ± 0.005 mass fractions. Solubility data at 293.2 K and 313.2 K (water-rich and nitromethane-rich branches together) are described by an algebraic equation in the form:

x2 = a + b·x3 + c· (x3)2 + d· (x3)1/2 + e· (x3)3/2.
         This smoothing equation gives a smaller standard deviation than any other tested equation. The equation parameters (a, b, c, d, e) were calculated by the least squares method and presented in Table 2. Binodal curves in this system were calculated and compared separately for solubility data reported in Zhuravlev and Maslovskay1 and Maslovskaya.2
         The solubilities calculated by the proposed equation are presented in the Fig. 1 and in Table 3. Experimental solubility data, Zhuravlev and Maslovskay1 and Maslovskaya,2 are presented in Fig. 1 for comparison.

Liquid-liquid equilibrium (LLE) data

         LLE data for the ternary system nitromethane + formic acid + water were reported in Maslovskaya.2 Composition of each phase was calculated from the index of refraction-composition curve of saturated mixtures prepared at the time of the saturation curve measurements. The tie lines at 313.2 K cover the whole range of the miscibility gap and are nearly parallel with one another and to the tie line between nitromethane and water. Data reported at 293.2 K and at 313.2 K, Maslovskaya,2 are in agreement. Experimental errors were not reported in the papers, but are estimated by the evaluator to be ± 0.005 mass fractions.

Recommended or tentative data

         Solubility and liquid-liquid equilibrium data measured by different methods are in agreement with one another. Experimental data on solubilities at T/K = 293.2 K and 313.2 K, Zhuravlev and Maslovskay1 and Maslovskaya,2 are presented in Fig. 1. The ternary solubility data, 1,2 were used to obtain equation parameters of the binodal curve.
         In view of the inaccurate results obtained in Zhuravlev and Maslovskay1 and Maslovskaya2 for the binary nitromethane + water system, the evaluator considers the ternary system data to be tentative and concludes that new studies on the ternary system would be of value.



Experimental Data:   (Notes on the Nomenclature)

Table 1.  Summary of experimental data for the system nitromethane + formic acid + water
AuthorT/KDataTypeReference
Zhuravlev and Maslovskaya293Solubility curve (22)1
Maslovskaya293Equilibrium (8)2
Maslovskaya313Solubility curve (17), equilibrium (7)2
Table 3. Calculated mutual solubilities nitromethane, formic acid and water
T/KMass Fraction w1Mass Fraction w2Mass Fraction w3Mole Fraction x1Mole Fraction x2Mole Fraction x3
293.20.1080.0000.8920.0340.0000.966
293.20.1040.0370.8590.0340.0160.950
293.20.1500.1000.7500.0530.0470.900
293.20.2540.1740.5720.1050.0950.800
293.20.3700.1960.4340.1760.1240.700
293.20.4860.1890.3250.2640.1360.600
293.20.5980.1620.2400.3680.1320.500
293.20.7690.1140.1170.5850.1150.400
293.20.8000.0850.1150.6140.0860.300
293.20.8870.0440.0690.7510.0490.200
293.20.9590.0090.0320.8890.0110.100
293.20.9810.0000.0190.9380.0000.062
313.20.1310.0000.8690.0430.0000.957
313.20.1190.0250.8560.0390.0110.950
313.20.1740.0800.7460.0620.0380.900
313.20.2860.1470.5670.1190.0810.800
313.20.4000.1700.4300.1920.1080.700
313.20.5140.1620.3240.2820.1180.600
313.20.6230.1390.2380.3860.1140.500
313.20.7260.1040.1700.5040.0960.400
313.20.8200.0650.1150.6330.0670.300
313.20.9040.0270.0690.7700.0300.200
313.20.9420.0080.0500.8400.0100.150
View Figure 1 for this Evaluation

Notes:
Table 1a  Number of experimental points in parentheses.

References: (Click a link to see its experimental data associated with the reference)

   1  Zhuravlev, E. F. and Maslovskaya, N. V.; Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 18, 334 (1975); Deposited Doc., VINITI 1466 (1974).
   2  Maslovskaya, N. V.; Dissertation, Kalinin University, 1974.
   3  Treybal, R. E.; Liquid Extraction, McGraw-Hill, New York, 1963.
   4  Sazonov, V. P.; Marsh, K. N.; and Hefter, G. T.; Nitromethane with Water or Organic Solvents: Binary Systems, IUPAC-NIST Solubility Data Series. Vol. 71, J. Phys. Chem. Ref. Data 29 (2000).