Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Research on the application of 7-chloro-quinaldine adducts in 7-chloro-quinaldine separation process

Shi, Hongwei, Xie, Yong, Xu, Jigui, Zhang, Xiaojie, Wang, Hongyan
J. Chem. Thermodyn. 2019, 134, 31-40
ABSTRACT
Equilibrium solubility of 7-chloro-quinaldine, 7-chloro-quinaldine L-tartrate or 7-chloro-quinaldine p-nitrophthalate in methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol and acetone was measured by static gravimetric method at temperatures from 283.15 K to 323.15 K under p = 101.2 kPa. Within the studied temperature, the solubility of these three compounds in the solvents increased with a rise of temperature. The sequence of solubility of 7-chloro-quinaldine in these solvents (high to low) is acetone greater than isopropanol greater than isobutanol greater than methanol greater than ethanol greater than n-propanol greater than n-butanol. The solubility of 7-chloro-quinaldine tartrate in studied solvents obeys the following order: acetone greater than isopropanol greater than isobutanol greater than ethanol greater than n-propanol greater than n-butanol greater than methanol. While 7-chloro-quinaldine p-nitrophthalate + solvents, it ranked as: isobutanol greater than n-butanol greater than isopropanol greater than acetone greater than n-propanol greater than ethanol greater than methanol. The modified Apelblat equation was used to correlate the solubility values in neat solvents. The maximum values of root-mean-square deviation (RMSD) and relative average deviation (RAD) were 0.83 * 10-4 and 0.93%, respectively. Compared with the results of modified Apelblat equation, the calculated solubility provided good results with the experimental data. The experimental solubility values would be very helpful for application of 7-chloro-quinaldine, 7-chloro-quinaldine L-tartrate or 7-chloro-quinaldine p-nitrophthalate in industry.
Compounds
# Formula Name
1 C10H8ClN 7-chloroquinaldine
2 C2H6O ethanol
3 CH4O methanol
4 C3H8O propan-1-ol
5 C4H10O butan-1-ol
6 C3H8O propan-2-ol
7 C4H10O 2-methyl-1-propanol
8 C3H6O acetone
9 C14H14ClNO6 7-chloroquinaldine L-tartrate
10 C18H13ClN2O6 7-chloroquinaldine 4-nitrophthalate
11 C4H6O6 (2R,3R)-2,3-dihydroxybutanedioic acid
12 C8H5NO6 4-nitrophthalic acid
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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 11
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 12
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 9
  • 3
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 2
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 4
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 6
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 5
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 7
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 9
  • 8
  • Mole fraction - 9 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • Chromatography
  • 9
  • POMD
  • 10
  • 3
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 2
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 4
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 6
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 5
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 7
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9
  • POMD
  • 10
  • 8
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • Chromatography
  • 9