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. 2023 Jul 27;13:12161. doi: 10.1038/s41598-023-39441-7

Table 2.

The experimental data collected from the literature to develop machine-learning models.

Sugar alcohol Ionic liquid NDPa Solubilityb Temperature (K) Reference
Name Abbreviation
Xylitol 1-Ethyl-3-methyl-imidazolium dicyanamide [EMIM][DCA] 7 0.1656–0.3835 288.30–327.80 33
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 14 0.1380–0.8890 288.20–362.18 33,66
1-Ethyl-3-methylimidazolium trifluoroacetate [EMIM][TFA] 5 0.2943–0.4500 289.38–329.10 33
1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 5 0.1652–0.4110 289.20–328.36 32
1,3-Dimethylimidazolium dicyanamide [C1C1IM][N(CN)2] 8 0.2157–0.9139 305.60–362.92 38
1-(2-Hydroxyethyl)-3-methylimidazolium dicyanamide [C2OHC1IM][N(CN)2] 11 0.0946–0.9002 290.50–362.52 38
1-(3-Cyanopropyl)-3-methylimidazolium dicyanamide [C3CNC1IM][N(CN)2] 7 0.2858–0.9183 327.50–363.70 38
1-Ethyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate [EMIM][MeOEtOEtSO4] 6 0.0400–0.7537 305.72–357.46 67
1-Butyl-3-methylimidazolium hydrogen sulfate [BMIM][HSO4] 6 0.0338–0.6083 325.35–368.46 67
1-Butyl-3-methylimidazolium thiocyanate [BMIM][SCN] 6 0.0258–0.8154 294.44–359.10 67
1-Butyl-3-methylimidazolium tricyanomethanide [BMIM][C(CN)3] 6 0.0299–0.5021 333.89–362.63 67
Sorbitol 1-Ethyl-3-methyl-imidazolium dicyanamide [EMIM][DCA] 5 0.2067–0.3697 288.30–328.30 33
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 15 0.1745–0.7660 297.35–367.61 33,66
1-Ethyl-3-methylimidazolium trifluoroacetate [EMIM][TFA] 5 0.2579–0.4207 288.50–325.83 33
1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 4 0.2449–0.3981 299.45–327.00 32
1,3-Dimethylimidazolium dicyanamide [C1C1IM][N(CN)2] 9 0.1295–0.9204 293.60–368.59 38
1-(2-Hydroxyethyl)-3-methylimidazolium dicyanamide [C2OHC1IM][N(CN)2] 9 0.1977–0.8963 313.72–369.44 38
1-(3-Cyanopropyl)-3-methylimidazolium dicyanamide [C3CNC1IM][N(CN)2] 9 0.1760–0.9195 315.40–370.47 38
1-(2-Chloroethyl)-3-methylimidazolium dicyanamide [C2ClC1IM][N(CN)2] 8 0.1645–0.9056 304.34–369.34 38
1,3-Dimethylimidazolium dimethyl phosphate [MMIM](MeO)2PO2 4 0.3480–0.6172 299.14–337.29 42
1-Ethyl-3-methyl-imidazolium acetate [C2MIM][Ac] 4 0.5180–0.6540 303.15–331.73 43
Erythritol 1,3-dimethylimidazolium dicyanamide [C1C1IM][N(CN)2] 9 0.1351–0.9199 309.31–387.92 38
1-(2-Hydroxyethyl)-3-methylimidazolium dicyanamide [C2OHC1IM][N(CN)2] 14 0.1367–0.9527 319.10–389.30 38
1-(3-Cyanopropyl)-3-methylimidazolium dicyanamide [C3CNC1IM][N(CN)2] 10 0.1690–0.9355 324.23–388.70 38
1-(2-Chloroethyl)-3-methylimidazolium dicyanamide [C2ClC1IM][N(CN)2] 10 0.1147–0.9104 309.50–387.70 38
Mannitol 1-Ethyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate [EMIM][MeOEtOEtSO4] 4 0.0369–0.2974 330.22–389.06 67
1-Butyl-3-methylimidazolium hydrogen sulfate [BMIM][HSO4] 5 0.0271–0.2770 337.41–388.42 67
1-Butyl-3-methylimidazolium thiocyanate [BMIM][SCN] 6 0.0195–0.2141 305.09–368.42 67
1-Butyl-3-methylimidazolium tricyanomethanide [BMIM][C(CN)3] 4 0.0250–0.0926 380.91–411.42 67
Glucose 1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 5 0.1321–0.2895 271.14–326.84 31
1-Ethyl-3-methylimidazolium trifluoroacetate [EMIM][TFA] 5 0.2610–0.3490 284.20–326.30 34
1-Ethyl-3-methyl-imidazolium dicyanamide [EMIM][DCA] 5 0.1710–0.2810 288.25–325.63 34
1,3-Dimethylimidazolium dicyanamide [C1C1Im][N(CN)2] 5 0.1618–0.5805 316.50–391.14 39
1-(2-Hydroxyethyl)-3-methylimidazolium dicyanamide [C2OHC1Im][N(CN)2] 6 0.2205–0.5367 323.37–385.77 39
1-(3-Cyanopropyl)-3-methylimidazolium dicyanamide [C3CNC1Im][N(CN)2] 6 0.0978–0.5008 321.22–386.01 39
1-(2-Chloroethyl)-3-methylimidazolium dicyanamide [C2ClC1Im][N(CN)2] 5 0.1939–0.5841 332.54–394.40 39
1-Butyl-3-methylimidazolium dimethylphosphate [C4C1IM][(OCH3)2PO4] 6 0.0350–0.2320 288.20–335.32 40
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 22 0.1330–0.7660 283.96–406.04 34,37,40
1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 13 0.0566–0.3851 268.01–368.94 35,68
1-Butyl-3-methylimidazolium trifluoroacetate [C4C1IM][CF3CO2] 9 0.1610–0.8890 289.14–361.30 37
1-(3-(Trimethylammonio)prop-1-yl)-3-methylimidazolium bis(dicyanamide) [MIMC3N111][N(CN)2]2 7 0.4783–0.6425 307.62–361.89 41
1-Ethyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate [EMIM][MeOEtOEtSO4] 4 0.0406–0.4691 328.33–384.71 67
1-Butyl-3-methylimidazolium hydrogen sulfate [BMIM][HSO4] 9 0.0261–0.5694 350.90–394.36 67
1-Butyl-3-methylimidazolium thiocyanate [BMIM][SCN] 5 0.0219–0.5227 300.77–386.56 67
1-Butyl-3-methylimidazolium tricyanomethanide [BMIM][C(CN)3] 4 0.0253–0.1834 362.18–398.76 67
1,3-Dimethyl-imidazolium methyl phosphonate [DMIM][MPh] 9 0.0532–0.6154 285.15–329.26 68
1-Butyl-3-methylimidazolium chloride [BMIM][Cl] 8 0.0573–0.4923 343.15–384.34 68
1-Ethanol-3-methylimidazolium chloride [EtOHMIM][Cl] 9 0.1096–0.5549 355.15–392.05 68
Galactose 1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 5 0.0518–0.1759 284.21–328.20 31
1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 6 0.0410–0.1641 303.15–350.76 35
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 7 0.1420–0.2980 286.57–347.20 40
Cellobiose 1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 6 0.0480–0.1436 290.34–353.15 36
Maltose 1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 6 0.1266–0.4280 304.15–355.10 36
Mannose 1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 7 0.1720–0.3900 287.61–348.85 40
1-Butyl-3-methylimidazolium dimethylphosphate [C4C1IM][(OCH3)2PO4] 6 0.0290–0.2300 280.24–336.31 40
Fructose 1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 5 0.3121–0.5024 288.20–329.30 31
1-Ethyl-3-methylimidazolium trifluoroacetate [EMIM][TFA] 3 0.3550–0.4150 288.05–308.30 34
1-Ethyl-3-methyl-imidazolium dicyanamide [EMIM][DCA] 5 0.3330–0.4950 289.95–328.96 34
1-Butyl-3-methylimidazolium trifluoroacetate [C4C1IM][CF3CO2] 11 0.2050–0.8820 313.80–372.95 37
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 22 0.1100–0.7490 295.60–369.83 34,37,40
1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 14 0.0417–0.7136 281.15–361.14 35,69
1-Butyl-3-methylimidazolium dimethylphosphate [C4C1IM][(OCH3)2PO4] 6 0.0150–0.1250 280.16–337.20 40
1-(3-(Trimethylammonio)prop-1-yl)-3-methylimidazolium bis(dicyanamide) [MIMC3N111][N(CN)2]2 7 0.6068–0.7432 320.79–349.50 41
1,3-Dimethyl-imidazolium methyl phosphonate [DMIM][MPh] 9 0.0532–0.6154 284.95–353.63 69
1-Butyl-3-methylimidazolium chloride [BMIM][Cl] 9 0.0486–0.4923 339.15–358.15 69
1-Ethanol-3-methylimidazolium chloride [EtOHMIM][Cl] 9 0.0912–0.5752 352.00–366.50 69
Xylose 1-Ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] 5 0.2174–0.3728 288.10–324.73 31
1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 6 0.1113–0.3310 303.15–351.09 35
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 7 0.1820–0.4020 288.20–347.70 40
1-Butyl-3-methylimidazolium dimethylphosphate [C4C1IM][(OCH3)2PO4] 6 0.0800–0.5030 288.20–333.08 40
1-Ethyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate [EMIM][MeOEtOEtSO4] 4 0.0425–0.4686 325.00–383.47 67
1-Butyl-3-methylimidazolium hydrogen sulfate [BMIM][HSO4] 7 0.0311–0.6115 349.58–392.09 67
1-Butyl-3-methylimidazolium thiocyanate [BMIM][SCN] 5 0.0261–0.5191 288.93–379.29 67
1-Butyl-3-methylimidazolium tricyanomethanide [BMIM][C(CN)3] 4 0.0466–0.2763 343.99–390.04 67
Lactose 1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 7 0.0122–0.0818 276.47–381.73 69
1,3-Dimethyl-imidazolium methyl phosphonate [DMIM][MPh] 8 0.0273–0.1809 272.75–346.58 69
1-Butyl-3-methylimidazolium chloride [BMIM][Cl] 6 0.0126–0.1251 344.15–382.68 69
1-Ethanol-3-methylimidazolium chloride [EtOHMIM][Cl] 6 0.0117–0.1062 349.50–382.95 69
Sucrose 1-Ethanol-3-methylimidazolium chloride [EtOHMIM][Cl] 9 0.0244–0.2405 356.15–386.32 69
1-Butyl-3-methylimidazolium chloride [BMIM][Cl] 9 0.0262–0.2538 343.95–387.10 69
1-Ethyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate [EMIM][MeOEtOEtSO4] 4 0.0191–0.2349 343.60–403.80 67
1-Butyl-3-methylimidazolium thiocyanate [BMIM][SCN] 6 0.0116–0.2392 315.20–403.75 67
1-Butyl-3-methylimidazolium tricyanomethanide [BMIM][C(CN)3] 3 0.0067–0.0361 381.20–406.64 67
1-Butyl-3-methyl-imidazolium dicyanamide [BMIM][DCA] 8 0.1880–0.7530 318.88–359.59 37
1-Butyl-3-methylimidazolium trifluoroacetate [C4C1IM][CF3CO2] 9 0.1920–0.8680 306.73–360.74 37
1,3-Dimethyl-imidazolium methyl phosphonate [DMIM][MPh] 8 0.0287–0.3595 262.47–355.24 69
1-Butyl-3-methylimidazolium hydrogen sulfate [BMIM][HSO4] 6 0.0139–0.2710 358.74–377.26 67
1-Ethyl-3-methylimidazolium thiocyanate [EMIM][SCN] 14 0.0125–0.1749 274.13–353.97 36,69
Total 647

aNumber of data points, bMolar fraction.