The Vaporization Enthalpy and Vapor Pressure of Fenpropidin and Phencyclidine (PCP) at T/K = 298.15 by Correlation Gas Chromatography

Abstract

Vaporization enthalpies and liquid vapor pressures, have been evaluated at T/K = 298.15 for phencyclidine, a hallucinogen (PCP, Angel Dust) and fenpropidin, a fungicide by correlation gas chromatography. Both substances are aliphatic tertiary amines. Vapor pressures of liquid fenpropidin and subcooled liquid phencyclidine have been evaluated over a T/K = 30 temperature range. The fusion enthalpy of phencyclidine has been estimated by a group method and together with its vaporization enthalpy and subcooled liquid vapor pressure at T fus , a sublimation enthalpy and vapor pressure of crystalline phencyclidine has also been estimated at both T/K = (T fus and 298.15). A comparison of current results with limited amounts of both experimental and estimated data from the literature is quite good.

Estimating Vapor Pressure Data from Gas–Liquid Chromatography Retention Times: Analysis of Multiple Reference Approaches, Review of Prior Applications, and Outlook

“…Similar problems can be observed in some other papers; for example, Table 15 in Gobble et al reveals that the retention time of N , N -dimethyldodecylamine extrapolated to 298 K in run 13 is less than half of that in run 11; differences are even higher in the case of tri- n -octylamine (Table 6 in Gobble et al). However, in most papers reporting vapor pressures by CGC methodology, only averaged t ′(298 K) are tabulated (or in some cases t ′(298 K) are not tabulated at all) and it is not clear whether a similar source of additional uncertainty is present or not.…”

“…Tri- n -butylamine: relative percent error Δ p rel = 100­( p 0(lit) – p GLC )/ p GLC , where p 0(lit) is literature vapor pressures − and p GLC is vapor pressures calculated by means of eq with parameters reported by Lipkind et al The same data are presented in Figure in Lipkind et al in ln­( p 0 / p ref ) vs 1/ T form. New p GLC values obtained with a different set of reference compounds by Gobble et al are shown for comparison as a purple dotted line.…”

Calculation of Five Thermodynamic Molecular Descriptors by Means of a General Computer Algorithm Based on the Group-Additivity Method: Standard Enthalpies of Vaporization, Sublimation and Solvation, and Entropy of Fusion of Ordinary Organic Molecules and Total Phase-Change Entropy of Liquid Crystals

“…Experimental data of vaporization enthalpies have essentially been extracted for this work from the large collection of Acree, Jr. and Chickos [ 8 ] and Chickos et al [ 10 , 11 , 12 , 13 , 14 ], supplemented by recent data from a number of further authors publishing experimental vaporization values of several acetophenones [ 23 ], aliphatic tertiary amines [ 24 ], azidomethyl- N -nitrooxazolidines [ 25 ], benzamides [ 26 ], benzocaine [ 27 ], bisabolol and menthol [ 28 ], crown ethers [ 29 ], N , N -dialkyl monoamides [ 30 ], fenpropidin and phencyclidine [ 31 ], flavors [ 32 ], long-chain fluorinated alcohols [ 33 ], whiskey- and metha-lactone [ 34 ], halogenated fluorenes [ 35 ], ibuprofen and naproxen [ 36 ], imidazo[1,2- a ]pyrazine and phthalazine [ 37 ], insect pheromones [ 38 ], morpholines [ 39 ], organo(thio)phosphates [ 40 ], dialkyl phthalates [ 41 ], nitrogen heteroaromatics [ 42 ], phenylimidazoles [ 43 ], 2-acetylthiophene [ 44 ], dicarboxylic n -pentyl esters [ 45 ], and cyclic amines, ethers and alcohols [ 46 ]. The result of the atom-group parameters, based on 3581 compounds, is summarized in Table 1 .…”

Calculation of Five Thermodynamic Molecular Descriptors by Means of a General Computer Algorithm Based on the Group-Additivity Method: Standard Enthalpies of Vaporization, Sublimation and Solvation, and Entropy of Fusion of ordinary Organic Molecules and Total Phase-Change Entropy of Liquid Crystals

“…Experimental data of vaporization enthalpies have essentially been extracted for this work from the large collection of W. E. Acree Jr. and J. S. Chickos [8] and J. S. Chickos et al [10][11][12][13][14], supplemented by recent data from a number of further authors publishing experimental vaporization values of several acetophenones [23], aliphatic tertiary amines [24], azidomethyl-N-nitro-oxazolidines [25], benzamides [26], benzocaine [27], bisabolol and menthol [28], crown ethers [29], N,N-dialkyl monoamides [30], fenpropidin and phencyclidine [31], flavors [32], long-chain fluorinated alcohols [33], whiskey-and methalactone [34], halogenated fluorenes [35], ibuprofen and naproxen [36], imidazo[1,2-a]pyrazine and phthalazine [37], insect pheromones [38], morpholines [39], organo(thio)phosphates [40], dialkyl phthalates [41], nitrogen heteroaromatics [42], phenylimidazoles [43], 2-acetylthiophene [44], dicarboxylic n-pentyl esters [45], and cyclic amines, ethers and alcohols [46]. The result of the atom-group parameters, resting on 3581 compounds, is summarized in Table 1.…”