Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

The fusion thermochemistry of self-associated aromatic compounds at 298.15 K studied by solution calorimetry

Yagofarov, Mikhail I., Lapuk, Semen E., Mukhametzyanov, Timur A., Ziganshin, Marat A., Valiakhmetov, Timur F., Solomonov, Boris N.
J. Chem. Thermodyn. 2019, 137, 43-47
ABSTRACT
The solution calorimetry approach for determination of the fusion enthalpy at 298.15 K of aromatic compounds not capable of self-association was extended to those forming intermolecular hydrogen bonds. Two groups of such compounds, namely phenol and aniline derivatives, were investigated. From the solution enthalpies at 298.15 K of phenols in anisole and aromatic amines in aniline the fusion enthalpies at 298.15 K can be derived. Validity of the solution calorimetry approach was checked using differential scanning calorimetry and fast scanning calorimetry. The solution enthalpies of 12 compounds in anisole and aniline at 298.15 K and the fusion enthalpies at the melting temperature of 9 compounds were measured. Resorcinol, 1,6-dihydroxynaphthalene, and 1,3-diaminobenzene were additionally studied using fast scanning calorimetry. The molar heat capacities of crystalline 1,6-dihydroxynaphthalene and liquid 1,3-diaminobenzene were measured by conventional DSC in the wide temperature range.
Compounds
# Formula Name
1 C7H8O 4-methylphenol
2 C10H8O 1-naphthol
3 C10H8O 2-hydroxynaphthalene
4 C10H8O2 1,6-dihydroxynaphthalene
5 C6H6O2 1,3-benzenediol
6 C7H8O2 3-methoxyphenol
7 C7H9N 3-methylaniline
8 C7H9N 4-methylaniline
9 C10H9N 1-naphthalenamine
10 C10H9N 2-naphthalenamine
11 C6H8N2 1,3-benzenediamine
12 C6H6ClN 4-chlorobenzenamine
13 C6H7N aniline
14 C7H8O anisole
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
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 2
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 3
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 4
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 4
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 4
  • Molar heat capacity at constant pressure, J/K/mol ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • DSC
  • 4
  • POMD
  • 4
  • Molar heat capacity at constant pressure, J/K/mol ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • DSC
  • 7
  • POMD
  • 4
  • Molar heat capacity at constant pressure, J/K/mol ; Metastable liquid
  • Temperature, K; Metastable liquid
  • Pressure, kPa; Metastable liquid
  • Metastable liquid
  • DSC
  • 5
  • POMD
  • 4
  • Molar heat capacity at constant pressure, J/K/mol ; Glass
  • Temperature, K; Glass
  • Pressure, kPa; Glass
  • Glass
  • DSC
  • 3
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 5
  • Molar heat capacity at constant pressure, J/K/mol ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • DSC
  • 6
  • POMD
  • 5
  • Molar heat capacity at constant pressure, J/K/mol ; Metastable liquid
  • Temperature, K; Metastable liquid
  • Pressure, kPa; Metastable liquid
  • Metastable liquid
  • DSC
  • 4
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 11
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 11
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 11
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 11
  • Molar heat capacity at constant pressure, J/K/mol ; Metastable liquid
  • Temperature, K; Metastable liquid
  • Pressure, kPa; Metastable liquid
  • Metastable liquid
  • DSC
  • 3
  • POMD
  • 11
  • Molar heat capacity at constant pressure, J/K/mol ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • DSC
  • 5
  • POMD
  • 11
  • Molar heat capacity at constant pressure, J/K/mol ; Metastable liquid
  • Temperature, K; Metastable liquid
  • Pressure, kPa; Metastable liquid
  • Metastable liquid
  • DSC
  • 6
  • POMD
  • 12
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 12
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 1; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 2
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 2; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 3
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 3; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 4
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 4; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 5
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 5; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 6
  • 14
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 6; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 7
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 7; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 8
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 8; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 12
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 12; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 11
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 11; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 9
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 9; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 10
  • 13
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 10; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1