IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Acetonitrile with 10-Nonadecanone

   (1) 10-Nonadecanone; C19H38O; [504-57-4]  NIST Chemistry WebBook for detail
   (2) Acetonitrile; C2H3N; [75-05-8]  NIST Chemistry WebBook for detail

Original Measurements:
   Garland , F.M.; Hoerr, C.W.; Pool, W.O.; Ralston, A.W., J. Org. Chem. 8, 344-57 (1943).

   Temperature = 283 K to 333 K

Prepared By:
   Valerii P. Sazonov

Experimental Remarks:

   The solubilities of 10-nonadecanone (2) in acetonitrile (1) in mass percent including the region of immisciblity over the indicated temperature range were reported in graphical form and in a table. Monotectic equilibrium is realized at 49.3 °C (322.5 K, compiler). The upper critical solution temperature was extracted from the reported graphs by the compiler and found to be 60.4 °C (333.6 K).

Experimental Data:   (Notes on the Nomenclature)
Solubility of 10-nonadecanone (2) in acetonitrile (1)
t/°CT/Kg2/100 g solution102 * Mass Fraction w2 (compiler)Mole Fraction x2 (compiler)
10.0283.20.80.8 (a)0.001
21.8 (c)295.0-0.9 (a)0.001
30.0303.21.61.6 (a)0.002
30.2 (c)303.4-1.8 (a)0.003
40.0 (c)313.2-4.1 (a)0.006
44.2 (c)317.4-6.5 (a)0.010
47.5 (c)320.7-11.5 (a)0.019
49.0 (c)322.2-16.8 (a)0.029
49.1 (c)322.3-19.1 (a)0.033
49.5 (c)322.7-72.2 (a)0.274
50.0323.227.021.3 (b)0.038
50.0 (c)323.2-70.8 (b)0.261
50.4 (c)323.6-80.4 (a)0.374
50.9 (c)324.1-21.5 (b)0.038
51.1 (c)324.3-84.4 (a)0.440
52.3 (c)325.5-89.5 (a)0.553
53.6 (c)326.8-24.5 (b)0.045
55.0 (c)328.2-95.6 (a)0.759
55.3 (c)328.5-65.5 (a)0.216
58.9 (c)332.1-35.1 (b)0.073
59.1 (c)332.3-56.9 (b)0.161
59.5 (c)332.7-37.7 (b)0.081
60.0 (c)333.2-52.0 (b)0.136
   a  Solid-liquid equilibrium.
   b  Liquid-liquid equilibrium.
   c  The compiler extracted these data from the published graphs.

   The synthetic method was used. The solubilities of (2) in (1) were determined in sealed tubes by the method and apparatus described elsewhere.1,2

Source and Purity of Materials:
   (1) Source not specified; best grade reagent; dried and twice distilled.
   (2) Obtained from the ketoesters by hydrolyzing the latter with 5 % alcoholic potassium hydroxide; purified by several recrystallization from ethanol; freezing point = 57.8 °C

Estimated Errors:

   Temperature: ± 0.2 K.

   1. H. J. Harwood, A. W. Ralston, and W. M. Selby, J. Am. Chem. Soc. 63, 1916 (1941).
   2. A. W. Ralston, C. W. Hoerr, and E. J. Hoffman, J. Am. Chem. Soc. 64, 1516 (1942).