IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Acetonitrile with 10-Nonadecanone
Components:
   (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).

 Variables:
   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
 Notes:
   a  Solid-liquid equilibrium.
   b  Liquid-liquid equilibrium.
   c  The compiler extracted these data from the published graphs.

 Method/Apparatus/Procedure:
   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.

 References:
   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).