Optimal Solvent Prediction
Solvents have then been ranked by theoretical percent yield and the number of criteria met.
all criteria met two criteria met one criterion met no criteria met rank solvent AD model001 AD measured experimental BP °C % Yield SHE* 1 carbon disulfide 0.078 * * 46.2 92 2 cyclohexane 0.113 * * 80.7 89 4.0 3 pentane 0.120 * * 35.2 88 4.1 4 heptane 0.130 * * 98.8 87 3.8 5 hexane 0.136 * * 68.5 86 4.1 6 2,2,4-trimethylpentane 0.138 * * 98.8 86 7 carbon tetrachloride 0.167 * * 76.0 83 3.1 8 1-chlorobutane 0.168 * * 78.2 83 3.8 9 fluorobenzene 0.169 * * 84.7 83 10 methyl tert-butyl ether 0.173 * * 55.2 83 11 2-propanol 0.176 * * 73.0 82 12 2-butanol 0.179 * * 96.6 82 13 2-methyl-2-propanol 0.184 * * 84.6 82 14 benzene 0.188 * * 78.8 81 4.2 15 THF 0.196 * * 68.3 80 3.8 16 diethyl ether 0.197 * * 33.2 80 3.9 17 nitromethane 0.205 * * 85.1 79 18 1-propanol 0.211 * * 95.8 79 2.9 19 butanone 0.226 * * 75.6 77 3.4 20 ethyl acetate 0.235 * * 73.9 77 2.9 21 ethanol/water(50:50)vol 0.262 * * 78.1 74 22 ethanol/water(60:40)vol 0.269 * * 78.1 73 23 1,2-dichloroethane 0.273 * * 83.5 73 24 acetone 0.277 * * 56.0 72 3.1 25 ethanol/water(40:60)vol 0.282 * * 78.1 72 26 ethanol/water(70:30)vol 0.287 * * 78.1 71 27 ethanol 0.291 * * 78.2 71 2.5 28 ethanol/water(30:70)vol 0.318 * * 78.1 68 29 methyl acetate 0.318 * * 44.0 68 2.4 30 ethanol/water(80:20)vol 0.330 * * 78.1 67 31 chloroform 0.333 * * 61.2 67 3.9 32 ethanol/water(90:10)vol 0.338 * * 78.1 66 33 dichloromethane 0.358 * * 39.6 64 3.6 34 methanol 0.399 * * 64.7 60 2.6 35 ethanol/water(20:80)vol 0.400 * * 78.1 60 36 acetonitrile 0.425 * * 63.5 57 4.6 37 ethanol/water(10:90)vol 0.568 * * 78.1 43 38 trifluoroethanol 1.240 * * 74.0 0 39 isopropyl myristate 0.046 * * 319.9 95 40 DMF 0.066 * * 153.0 93 3.7 41 dimethylacetamide 0.069 * * 221.4 93 42 undecane 0.071 * * 196.3 93 43 dodecane 0.089 * * 216.1 91 44 iodobenzene 0.090 * * 188.3 91 45 hexadecane 0.092 * * 286.6 91 46 octadecanol 0.098 * * 333.0 90 47 dibutyl ether 0.100 * * 142.1 90 48 decane 0.107 * * 174.9 89 49 1-decanol 0.112 * * 227.8 89 50 nonane 0.116 * * 151.7 88 51 octane 0.118 * * 126.4 88 52 1-octanol 0.118 * * 194.7 88 53 1-heptanol 0.122 * * 176.9 88 54 nitrobenzene 0.129 * * 210.8 87 3.9 55 o-xylene 0.135 * * 144.0 86 56 ethylbenzene 0.137 * * 136.0 86 57 m-xylene 0.138 * * 138.5 86 58 bromobenzene 0.145 * * 154.2 86 59 chlorobenzene 0.150 * * 131.7 85 3.7 60 cyclohexanone 0.153 * * 155.7 85 3.3 61 DMSO 0.153 * * 189.0 85 62 p-xylene 0.153 * * 137.5 85 63 toluene 0.159 * * 110.6 84 3.3 64 N-methylacetamide 0.160 * * 206.0 84 65 3-methyl-1-butanol 0.162 * * 131.2 84 66 N-methyl-2-piperidone 0.165 * * 227.8 83 67 methylcyclohexane 0.167 * * 101.1 83 68 diethylacetamide 0.168 * * 185.5 83 69 1-hexanol 0.179 * * 158.2 82 70 2-pentanol 0.183 * * 118.8 82 71 butyl acetate 0.183 * * 126.6 82 2.9 72 sulfolane 0.184 * * 285.0 82 73 N-ethylacetamide 0.187 * * 205.0 81 74 N-ethylformamide 0.187 * * 185.7 81 75 1,4-dioxane 0.192 * * 102.9 81 5.0 76 formamide 0.195 * * 210.5 80 77 propylene carbonate 0.197 * * 241.5 80 78 1-butanol 0.204 * * 117.7 80 3.0 79 1-pentanol 0.205 * * 138.5 80 80 ethylene glycol 0.206 * * 197.5 79 81 benzonitrile 0.207 * * 191.0 79 82 dibutylformamide 0.220 * * 246.7 78 83 N-methylformamide 0.236 * * 182.5 76 84 N-formylmorpholine 0.237 * * 236.5 76 85 2-methyl-1-propanol 0.240 * * 105.0 76 86 N-methylpyrrolidinone 0.257 * * 202.0 74 87 tributyl phosphate 0.294 * * 288.3 71 88 water 1.000 * * 100.0 0
* Safety Health and Environment (SHE) Green Solvent Data: Copyright by ETH Zurich, Safety and Environmental Technology Group, 30.09.2006
Koller, G., U. Fischer, and K. Hungerbühler, 2000. Assessing Safety, Health and Environmental Impact during Early Process Development. Industrial & Engineering Chemistry Research 39: 960-972.
http://www.sust-chem.ethz.ch/tools/ehs
