Evaluation of the Vaporization Enthalpies and Liquid Vapor Pressures of (R)‑Deprenyl, (S)‑Benzphetamine, Alverine, and a Series of Aliphatic Tertiary Amines by Correlation Gas Chromatography at T/K = 298.15

The vaporization enthalpies at T/K = 298.15 and vapor pressures from T/K = (283 to 313) of a series of tertiary aliphatic amines ranging in size from 12 to 24 carbons are evaluated using the literature values for triethylamine, tributylamine, N,N-dimethylbenzylamine, N,N-dimethyloctylamine, and N,N-dimethyldodecylamine by correlation gas chromatography. The vaporization enthalpies and vapor pressures evaluated are (Δ_l^gH_m(298.15 K/kJ·mol^–1, p/Pa (298.15 K)): triisobutylamine (52.3 ± 2.2, 113), tri-n-butylamine (58.0 ± 1.9, 28), N,N-dimethyltetradecylamine (77.3 ± 1.9, 0.091), N,N-dimethylhexadecylamine (84.8 ± 1.0, 0.011), tribenzylamine (92.4 ± 1.4, 5.1·10^–4), tri-n-octylamine (100.1 ± 1.4, 1.4·10^–4). These amines were used to evaluate the following vaporization enthalpies and vapor pressures (Δ_l^gH_m(298.15 K kJ·mol^–1, p/Pa (298.15 K)): (R)-deprenyl (64.3 ± 2.2, 2.5); (S)-benzphetamine (77.2 ± 0.7, 0.04); and alverine (89.3 ± 0.2, 1.4·10^–3). The solid–solid and solid to liquid phase transitions of tribenzylamine were also measured; Δ_cr^crH_m(342.5 K)/kJ·mol^–1 = (1.1 ± 0.1); Δ_cr^lH_m(365.6 K)/kJ·mol^–1 = (23.0 ± 0.1). Adjusted to T/K = 298.15 and combined with the vaporization enthalpy at this temperature, the sublimation enthalpy resulted as Δ_cr^gH_m(298.15 K)/kJ·mol^–1 = (111.3 ± 2.1).