Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solid-Liquid Equilibrium of Azacyclotridecan-2-one in 15 Pure Solvents from T = 273.15 to 323.15 K: Experimental Determination and Thermodynamic Modeling

Wu, Kui, Li, Ya Jun
J. Chem. Eng. Data 2019, 64, 4, 1640-1649
ABSTRACT
The solubility and solution thermodynamics of azacyclotridecan-2-one in different solvents are indispensable for the purification and performance improvement of crystalline products in industry. In this paper, the solid-liquid equilibrium of azacyclotridecan-2-one in sixteen pure solvents (methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-pentanol, ethyl acetate, acetone, toluene, benzene, acetonitrile, dichloromethane, 1,2-dichlorobenzene, cyclohexanone and tetrahydrofuran) from (273.15 to 323.15) K at atmospheric pressure was measured. The mole fraction solubility increased with the increase in temperature in all solvents studied. The modified Apelblat equation, Van't Hoff equation, Buchowski-Ksiazczak h equation and nonrandom twoliquid (NRTL) activity coefficient model were used to correlate the experimental data. Consequently, some association parameters were obtained. As a result, the Apelblat equation provided the best fitting. The solubility data provide the basic data for the design and optimization of the azacyclotridecan-2-one crystallization process.
Compounds
# Formula Name
1 C12H23NO 2-azacyclotridecanone
2 NNaO3 sodium nitrate
3 CH4O methanol
4 C2H6O ethanol
5 C3H8O propan-1-ol
6 C3H8O propan-2-ol
7 C4H10O butan-1-ol
8 C4H10O 2-methyl-1-propanol
9 C5H12O pentan-1-ol
10 C4H8O2 ethyl acetate
11 C3H6O acetone
12 C7H8 toluene
13 C2H3N acetonitrile
14 CH2Cl2 dichloromethane
15 C6H4Cl2 1,2-dichlorobenzene
16 C6H10O cyclohexanone
17 C4H8O tetrahydrofuran
18 H2O water
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • 18
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • gravimetric
  • 8
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 10
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 11
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 12
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 13
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 14
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 15
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 16
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 1
  • 17
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11