IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Acetonitrile with Esters
Components:
   (1) Esters; C16H32O2; []  NIST Chemistry WebBook for detail
   (2) Acetonitrile; C2H3N; [75-05-8]  NIST Chemistry WebBook for detail
Original Measurements:
   Schmid, H.H.O.; Mangold, H.K.; Lundberg, W.O., Microchem. J. 9, 134 (1965).

 Variables:
   Temperature = 290 K to 307 K

 Prepared By:
   Valerii P. Sazonov

 Experimental Data:   (Notes on the Nomenclature)
  
Upper critical solution temperatures of the binary systems acetonitrile (1) + ester (2)
t/°CT/KChemical Name
17.0290.2Methyl pentadecanoate; C16H32O2; [7132-64-1]
22.5295.7Ethyl tetradecanoate; C16H32O2; [124-06-1]
23.0296.2Tridecyl propanoate; C16H32O2; [6271-77-0]
27.5300.7Propyl tridecanoate; C16H32O2; [88591-28-0]
28.0301.2Dodecyl butanoate; C16H32O2; [3724-61-6]
30.5303.7Butyl dodecanoate; C16H32O2; [106-18-3]
31.5304.7Decyl hexanoate; C16H32O2; [52363-43-6]
33.0306.2Octyl octanoate; C16H32O2; [2306-88-9]
33.5306.7Hexyl decanoate; C16H32O2; [10448-26-7]
 Method/Apparatus/Procedure:
   The synthetic method was used. A Reichert microscope, type RCH, equipped with a heating stage was used as described in Schmid et al.1 The disappearance and reappearance of the interface between (1) and (2) could be observed without difficulty.

 Source and Purity of Materials:
   (1) Baker Chemical Co.; reagent No. 9011; n(20 °C, D) = 1.3445, d(20 °C, 4 °C) = 0.780.
   (2) Methyl, ethyl and butyl esters purchased from Applied Science Laboratories; propyl and hexyl esters, propanoate and butyrate prepared by direct esterification; other esters synthesized by transesterification; purified.

 Estimated Errors:

   Temperature: ± 0.5 K.

 References:
   1. H. H. O. Schmid, H. K. Mangold, and W. O. Lundberg, J. Am. Oil Chem. Soc. 42, 372 (1965).