Thermodynamics of Nitroanisoles: Experimental Vapor
Pressures Obtained via a Chromatography-Coupled Transpiration Method
of Mono‑, Di‑, and Trinitro-Substituted Anisoles
posted on 2023-11-14, 16:05authored byAndreas Neuer, Greta Bikelytė-Gaminek, Thomas M. Klapötke
For the first time,
the experimental vapor pressures of the nitroanisole
systemwhich has achieved widespread applicationswere
measured. The mononitro-substituted 1-methoxy-2-nitrobenzene, 1-methoxy-3-nitrobenzene,
and 1-methoxy-4-nitrobenzene as well as the polynitro-substituted
1-methoxy-2,4-dinitrobenzene and 1-methoxy-2,4,6-trinitrobenzene were
thermodynamically characterized by the chromatographically assisted
transpiration method and differential scanning calorimetry. The resulting p-T fitting equations based on the Clausius–Clapeyron
relationship were investigated and utilized to determine the molar
sublimation or vaporization enthalpy at the reference temperature
of 298.15 K. The results are (76.4 ± 1.5) kJ mol–1 for 1-methoxy-2-nitrobenzene (l), (85.2 ± 1.6) kJ mol–1 for 1-methoxy-3-nitrobenzene (cr), (89.6 ± 1.1) kJ mol–1 for 1-methoxy-4-nitrobenzene (cr), (109.5 ±
0.5) kJ mol–1 for 1-methoxy-2,4-dinitrobenzene (cr),
(92.6 ± 1.6) kJ mol–1 for 1-methoxy-2,4-dinitrobenzene
(l), (118.3 ± 2.2) kJ mol–1 for 1-methoxy-2,4,6-trinitrobenzene
(cr), and (103.5 ± 5.8) kJ mol–1 for 1-methoxy-2,4,6-trinitrobenzene
(l). Furthermore, their p-T fitting
equations were used to extrapolate the vapor pressure to 298.15 K,
with the corresponding vapor pressure results reported in this work.
The results obtained were compared to the existing literature values.