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

• Published in: Journal of chemical and engineering data Vol. 59; no. 8; pp. 2551 - 2562
• Main Authors: Gobble, Chase, Vikman, John, Chickos, James S
• Format: Journal Article
• Language: English
• Published: American Chemical Society 14-08-2014
• ISSN: 0021-9568; 1520-5134
• DOI: 10.1021/je500358r

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 (Δl g H 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 (Δl g H 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; Δcr cr H m(342.5 K)/kJ·mol–1 = (1.1 ± 0.1); Δcr l H 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 Δcr g H m(298.15 K)/kJ·mol–1 = (111.3 ± 2.1).