IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Nitromethane with 1,2-Ethanediol and 1-Dodecanol

   (1) Nitromethane; CH3NO2 ; [75-52-5]  NIST Chemistry WebBook for detail
   (2) 1,2-Ethanediol; C2H6O2 ; [107-21-1]  NIST Chemistry WebBook for detail
   (3) 1-Dodecanol; C12H26O; [112-53-8]  NIST Chemistry WebBook for detail

   V. P. Sazonov, Technical University, Samara, Russia, March, 2000

Critical Evaluation:

        A survey of solubilities (soly) and liquid-liquid equilibrium data (equil.) for the system nitromethane + 1,2-ethanediol + 1-dodecanol is given in Table 1.

Solubility data

     The system nitromethane + 1,2-ethanediol + 1-dodecanol includes a three-phase region. All three binary pairs of components, nitromethane + 1,2-ethanediol, nitromethane + 1-dodecanol and 1,2-ethanediol + 1-dodeca-nol are partially miscible, Fig. 21 . The data for the binary systems (1) + (2) and (1) + (3) were compiled and critically evaluated in Sazonov et al.5 Recommended data for the system 1,2-ethanediol + 1-dodecanol are not yet available. The values of UCST (upper critical solution temperature) of the binary systems are reported in Francis,1 Zhuravleva et al.,3 and Sazonov et al.,4 and presented in Table 2.
     Solubility data were obtained by the synthetic method for the ternary system (Francis,1 Zhuravleva et al.,3 and Sazonov et al.4) and by titration method (Markuzin and Nikanorova2). Maximal temperature of three-phase liquid equilibrium is reported to occur at 301.7 K (Francis1), 302.32 K (Sazonov et al.4) and 304 K (Zhuravleva et al.3). Thus, the tentative value is: Tc = (302.7 ± 1) K. Experimental errors are specified only in Markuzin and Nikanorova.2

Liquid-liquid equilibrium data

     Compositions of coexisting two and three liquid phase regions of the ternary system nitromethane + 1,2-ethanediol + 1-dodecanol were reported in two references. Composition of each phase at 301.2 K, Markuzin and Nikanorova,2 was calculated from the index of refraction-composition curve of saturated mixtures prepared at the time of the saturation curve measurements. Compositions of three liquid phases in equilibrium were measured at 289.2 K, 295.2 K and 301.2 K (Francis1). At 301.2 K the compositions of the glycol-rich and alcohol-rich phases (Francis1 and Markuzin and Nikanorova2) agree well, while compositions of the nitromethane-rich phase differ appreciably. Experimental errors were not reported in the papers.
     All experimental data are considered tentative.

Experimental Data:   (Notes on the Nomenclature)

Table 1. Summary of experimental data for the system nitromethane + 1,2-ethanediol + 1-dodecanol
Francis295, 301 and 302soly (20)1
Francis289, 295 301 and 302Equilibrium, two and three liq. phases (4)1
Markuzin and Nikanorova301soly (27), equil. (8)2
Markuzin and Nikanorova313soly (25)2
Zhuravleva et al.290 to 373soly liq. Phases (156)3
Zhuravleva et al.301Equilibrium, two and three liq. phases (14)3
Zhuravleva et al.303Equilibrium, two liq. phases (14)3
Zhuravleva et al.308Equilibrium, two liq. phases (11)3
Sazonov et al.290 to 302soly three liq. phases (62)4
Sazonov et al.296 to 326soly two liq. phases (102)4
Table 2. UCST (T/K) binary systems
Chemical NameT/KReference
Nitromethane + 1,2-ethanediol312.9Ref. 1
Nitromethane + 1-dodecanol336.2Ref. 1
Nitromethane + 1,2-ethanediol314.2Ref. 3
Nitromethane + 1-dodecanol340.1Ref. 3
Nitromethane + 1,2-ethanediol313.17Ref. 4
Nitromethane + 1-dodecanol341.33Ref. 4
Nitromethane + 1,2-ethanediol313.7recommended (Ref. 5)
Nitromethane + 1-dodecanol341.3recommended (Ref. 5)
View Figure 21 for this Evaluation

Table 1a  number of experimental points in parentheses.

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

   1  Francis, A. W.; J. Phys. Chem. 60, 20 (1956).
   2  Markuzin, N. P. and Nikanorova, L. A.; Zh. Obshch. Khim. 32, 3469 (1962).
   3  Zhuravleva, I. K.; Zhuravlev, E. F. and Cherkasova, N. M.; Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 14, 1010 (1971).
   4  Sazonov, V. P.; Zhilyaeva, I. N. and Filippov, V. V.; Zh. Fiz. Khim. 47, 474 (1973); Deposited Doc., VINITI 4960 (1972).
   5  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).