Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermodynamic study of solvent-free reaction between 17-methyltestosterone and o-aminophenol

Meltzer, V.[Viorica], Pincu, E.[Elena]
J. Chem. Thermodyn. 2011, 43, 7, 1011-1016
ABSTRACT
In this work we investigated the possibilities of the solvent free synthesis of Schiff base (azomethyne) from 17-methyltestosterone and o-aminophenol. The study of the binary mixtures of 17-methyltestosterone and o-aminophenol was achieved by DSC, TG-DSC, and FTIR. The isolated compounds and reaction product were studied by adiabatic bomb calorimetry in order to determine the heat of reaction. The DSC data reveal a simple eutectic followed by a chemical reaction in liquid phases. From the DSC data we calculated the enthalpy of decomposition of reaction product as (44.65 +- 0.83) kJ mol-1. Schiff base formation by condensation reaction was highlighted by TG-DSC method and the structure of the solid product was confirmed by FTIR spectroscopy. The standard enthalpy of reaction was calculated from the standard molar enthalpy of formation of reactants and products.
Compounds
# Formula Name
1 CO2 carbon dioxide
2 H2O water
3 O2 oxygen
4 N2 nitrogen
5 C20H30O2 17-methyltestosterone
6 C6H7NO 2-hydroxybenzenamine
7 C26H35NO2 (8R,9S,10R,13S,14S,17S,E)-3-((2-hydroxyphenyl)imino)-10,13,17-trimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol
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
  • 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
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 6
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • RXND
  • 5
  • 1
  • 2
  • 3
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1
  • RXND
  • 6
  • 1
  • 4
  • 2
  • 3
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1
  • RXND
  • 7
  • 1
  • 4
  • 2
  • 3
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1