## 2 Materials and Methods
### Vaporization Thermodynamics of Alkyl-Quinolines and Alkyl-Pyridines
\begin{table}
\begin{tabular}{c c c c c c} \hline \hline
**Compound** & **M a** & **T-Range** & \(\Delta_{1}^{\mathbf{S}}H_{\mathbf{m}}^{\mathbf{O}}\) (\(T_{\Delta V}\)) & \(\Delta_{1}^{\mathbf{S}}H_{\mathbf{m}}^{\mathbf{O}}\) (298.15 K) b & **Ref.** \\ \hline
**CAS** & & **K** & **kJ-mol-1** & **kJ-mol-1** & \\ \hline quinoline [91-22-5] & & & & 59.3 \(\pm\) 0.4 & [14] \\ \hline
2-methyl-quinoline & n/a & 348.5–519.7 & 59.2 \(\pm\) 1.8 & (66.6 \(\pm\) 1.9) & [15] \\
91-63-4 & E & 451.5–521.0 & 53.1 \(\pm\) 1.0 & 63.6 \(\pm\) 1.3 & [13] \\  & T & 281.9–312.6 & 61.3 \(\pm\) 1.2 & 61.2 \(\pm\) 1.3 & [16] \\  & C & 373 & 79.3 \(\pm\) 1.9 & (66.1 \(\pm\) 4.4) & [17] \\  & E & 320.0–553.2 & 54.8 \(\pm\) 0.2 & 61.5 \(\pm\) 0.6 & [18] \\  & CGC & & & 62.8 \(\pm\) 1.3 & [19] \\  & SF & 363–528 & 53.7 \(\pm\) 1.2 & 61.7 \(\pm\) 1.4 & Table S4 \\  & \(J_{x}\) & & & 61.5 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 61.6 \(\pm\) 1.5 & Table 8 \\  & & & & **61.7 \(\pm\) 0.3 c** & \\ \hline
3-methyl-quinoline & E & 443–528 & 54.0 \(\pm\) 1.0 & 64.3 \(\pm\) 1.3 & [13] \\
612-58-8 & T & 288.2–340.2 & 62.9 \(\pm\) 0.4 & 63.7 \(\pm\) 0.5 & Table 1 \\  & SF & 378–533 & 56.4 \(\pm\) 2.4 & 64.8 \(\pm\) 2.5 & Table S4 \\  & \(J_{x}\) & & & 63.4 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 63.4 \(\pm\) 1.5 & Table 8 \\  & & & & **63.7 \(\pm\) 0.4 c** & average \\ \hline
4-methyl-quinoline & n/a & 471.7–539.0 & 56.7 \(\pm\) 1.0 & (68.1 \(\pm\) 1.3) & [13] \\
491-35-0 & n/a & 463–539 & 56.9 \(\pm\) 1.0 & (68.0 \(\pm\) 1.3) & [12] \\  & CC & 373 & 80.8 \(\pm\) 1.8 & (67.6 \(\pm\) 4.3) & [17] \\  & T & 294.2–346.2 & 62.9 \(\pm\) 0.3 & 64.1 \(\pm\) 0.4 & Table 1 \\  & SF & 353–540 & 56.0 \(\pm\) 1.6 & 64.1 \(\pm\) 1.7 & Table S4 \\  & \(J_{x}\) & & & 63.7 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 64.2 \(\pm\) 1.5 & Table 8 \\  & & & & **64.1 \(\pm\) 0.4 c** & average \\ \hline
2-ethyl-quinoline & SF & 343–519 & 56.7 \(\pm\) 4.0 & 63.6 \(\pm\) 4.1 & Table S4 \\
1613-34-9 & \(J_{x}\) & & & 64.4 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 61.4 \(\pm\) 1.5 & Table 8 \\  & GA & & & 65.3 \(\pm\) 1.0 & this work \\  & & & & **64.2 \(\pm\) 0.6 c** & average \\ \hline
3-ethyl-quinoline & SF & 384–542 & 62.1 \(\pm\) 7.8 & 70.8 \(\pm\) 7.8 & Table S4 \\
1873-54-7 & \(J_{x}\) & & & 66.9 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 65.1 \(\pm\) 1.5 & Table 8 \\  & GA & & & 67.6 \(\pm\) 1.0 & this work \\  & & & & **66.8 \(\pm\) 0.6 c** & average \\ \hline
4-ethyl-quinoline & SF & 407–546 & 59.0 \(\pm\) 1.0 & 68.3 \(\pm\) 1.2 & Table S4 \\
19020-26-9 & \(J_{x}\) & & & 67.3 \(\pm\) 1.0 & Table 4 \\  & \(T_{b}\) & & & 65.8 \(\pm\) 1.5 & Table 8 \\  & GA & & & 68.6 \(\pm\) 1.0 & this work \\  & & & & **67.7 \(\pm\) 0.4 c** & average \\ \hline
2-phenyl-quinoline (liq) & \(T_{\text{fns}}\) & & & 90.3 \(\pm\) 2.7 & Table S5 \\
612-96-4 & SF & 467–636 & 71.8 \(\pm\) 4.4 & 95.0 \(\pm\) 4.5 & Table S4 \\  & \(J_{x}\) & & & 95.8 \(\pm\) 2.0 & Table 6 \\  & \(J_{x}\) & & & 90.5 \(\pm\) 2.0 & Table 7 \\  & & & & **92.7 \(\pm\) 1.2 c** & average \\ \hline
2-phenyl-quinoline (cr) & K & 337.2–351.1 & 103.1 \(\pm\) 1.6 & 104.8 \(\pm\) 2.2 d & [20] \\ \hline \hline \end{tabular}  
* Techniques: E = ebulimetry; CC = Calvet microclorimetry; n/a = method is not available; T = transpiration method; CGC = correlation gas-chromography; SF—from experimental boiling temperatures reported at different pressures compiled by Scifinder [11] (see text); \(J_{x}\)—from correlation of experimental vaporization enthalpies with retention indices (see text); \(T_{b}\)—from correlation of experimental vaporization enthalpies with normal boiling temperatures; GA = from group-additivity (see text); K = Knudsen effusion method. b Uncertainties of the vaporization enthalpies are expressed as the expanded uncertainty (0.95 level of confidence, k = 2). They include uncertainties from the experimental conditions uncertainties from adjustment of vaporization enthalpies to the reference temperature \(T\) = 298.15 K [7,8]. \(c\) Weighted mean value (the uncertainty was taken as the weighing factor). Values in brackets were excluded by the averaging. Values highlighted in bold were recommended for thermochemical calculations. d Sublimation enthalpy.
* \end{table}