IUPAC-NIST Solubilities Database

IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Solubility System: Acetonitrile with N,N-Diphenylhexadecanamide

Components:
   (1) Acetonitrile; C2H3N; [75-05-8]  NIST Chemistry WebBook for detail
   (2) N,N-Diphenylhexadecanamide; C28H41NO; []  NIST Chemistry WebBook for detail

Original Measurements:
   Ralston, A.W.; Hoerr, C.W.; Pool, W.O., J. Org. Chem. 8, 473-88 (1943).

Variables:
   Temperature = 283 K to 336 K

Prepared By:
   Valerii P. Sazonov and Nikolai V. Sazonov

Experimental Remarks:

   The solubilities of N,N-diphenylhexadecanamide (2) in acetonitrile (1) in mass percent over the indicated temperature range were reported in graphical form and in a table.

Experimental Data:   (Notes on the Nomenclature)

Solubility of N,N-diphenylhexadecanamide (2) in acetonitrile (1)
t/°C	T/K	g₂/100 g solution	10² * Mass Fraction w₂ (compiler)	Mole Fraction x₂ (compiler)
10.0	283.2	1.5	1.5	0.002
25.9*	299.1	-	4.2	0.004
30.0	303.2	5.8	5.5	0.006
37.5*	310.7	-	9.1	0.010
44.4*	317.6	-	17.7	0.021
50.0	323.2	75.0	42.9	0.070
52.2*	325.4	-	52.3	0.099
60.0*	333.2	635	85.6	0.374
63.2	336.4	-	91.8	0.530

Notes:
   ^*  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) Prepared by heating the hexadecanoyl chloride with diphenylamine for 2 hours to 4 hours at 135 °C to 145 °C; purified by recrystallization; freezing point = 69.5 °C

Estimated Errors:

   Temperature: ± 0.2 K.

References:
   1. A. W. Ralston, C. W. Hoerr, and E. J. Hoffman, J. Am. Chem. Soc. 64, 1516 (1942).
   2. C. W. Hoerr and A. W. Ralston, J. Am. Chem. Soc. 64, 2824 (1942).