AbrahamSolventsModel004

Solvent Coefficients For Sustainable Solvents
All content, models and data are released as CC0 - the default license for all our ONS work.
 * Researchers:** Jean-Claude Bradley, William E Acree Jr., and Andrew SID Lang

Objective
To investigate the predicted solvation properties of a comprehensive list of sustainable solvents.[1] These solvents will be compared to solvents with known Abraham solvent coefficients with the outlook of both potentially replacing existing solvents with safer sustainable solvents and to find potential new safe solvents whose solvation properties can then be approximated through their predicted solvent coefficients.

Background
The Abraham general solvation model uses the LFER

log P = c + e E + s S + a A + b B + v V

where c,e,s,a,b,v are the solvent coefficients and E,S,A,B,V are the solute descriptors, see this brief discussion of the model. The Abraham coefficients are found via linear regression from measured data. The standard procedure is to allow the c-coefficient (the intercept) to float in the linear regression. It has been suggested that c should not be negative.[2] We suggest that little predictive ability will be lost if we just require c to be zero. This will also allow easier comparison between solvents. Thus in order to compare both current solvents with each other and potential new solvents with current solvents, we decided to re-calculate the coefficients for known solvents e_0, s_0, a_0, b_0, v_0 by making c zero, see Solvents Model 003.

Then the models themselves can be applied to new compounds to get predicted solvent coefficients which in turn can be used to predict log P for compounds with known Abraham descriptors using the following equation:

log P = e_0 E + s_0 S + a_0 A + b_0 B + v_0 V

Procedure
The supplementary data from the paper by Moity //et. al.// consists of two files containing lists of solvents with names and CAS numbers. The first file of classical organic solvents was downloaded and ChemSpider IDs (CSIDs) and structures (SMILES) were added by cross-referencing the names and CAS numbers on ChemSpider to produce the following file of 153. The second file of green solvents was downloaded and ChemSpider IDs and structures (SMILES) were added by cross-referencing the names and CAS numbers on ChemSpider. There was one row (menthanyl acetate) that listed a CAS for a similar but different compound (menthyl acetate). Both compounds were kept, resulting in the a file of 137. There is some overlap between these two files.

CDK descriptors were calculated for all solvents using Rajarshi Guha's CDK DESCUI (v 1.4.2). The option to "Add explicit H" was selected and the descriptors were output as csv files (comma delimited) -,. These files were then loaded into R (R i386 3.0.0) to calculate the predicted solvation coefficients using the following code: code library("randomForest") #for modeling (randomForest 4.6-7) setwd(".../SustainableSolvents") myclassicdata = read.csv(file="classicdescriptors.csv",head=TRUE,row.names="Title") mygreendata = read.csv(file="greendescriptors.csv",head=TRUE,row.names="Title")

mydata.rf <- readRDS("erfmodel")
 * 1) load the model for the 'e' coefficient

test.predict <- predict(mydata.rf,myclassicdata) write.csv(test.predict, file = "RFTestPredictClassice.csv")
 * 1) predict using the random forest model
 * 1) write the predictions to the working directory

test.predict <- predict(mydata.rf,mygreendata) write.csv(test.predict, file = "RFTestPredictGreene.csv")
 * 1) predict using the random forest model
 * 1) write the predictions to the working directory

mydata.rf <- readRDS("srfmodel") test.predict <- predict(mydata.rf,myclassicdata) write.csv(test.predict, file = "RFTestPredictClassics.csv") test.predict <- predict(mydata.rf,mygreendata) write.csv(test.predict, file = "RFTestPredictGreens.csv")
 * 1) Similarly for the other coefficients s,a,b, and v

mydata.rf <- readRDS("arfmodel") test.predict <- predict(mydata.rf,myclassicdata) write.csv(test.predict, file = "RFTestPredictClassica.csv") test.predict <- predict(mydata.rf,mygreendata) write.csv(test.predict, file = "RFTestPredictGreena.csv")

mydata.rf <- readRDS("brfmodel") test.predict <- predict(mydata.rf,myclassicdata) write.csv(test.predict, file = "RFTestPredictClassicb.csv") test.predict <- predict(mydata.rf,mygreendata) write.csv(test.predict, file = "RFTestPredictGreenb.csv")

mydata.rf <- readRDS("vrfmodel") test.predict <- predict(mydata.rf,myclassicdata) write.csv(test.predict, file = "RFTestPredictClassicv.csv") test.predict <- predict(mydata.rf,mygreendata) write.csv(test.predict, file = "RFTestPredictGreenv.csv") code

Results
The results of the above procedure were copied into the two original files to give and. The results are listed in the tables below.

Solvents With Known Coefficients
Note the new (updated) coefficients for tributyl phosphate (as compared to the values listed in model003).
 * c || e || s || a || b || v || solvent || e_0 || s_0 || a_0 || b_0 || v_0 ||
 * 0.17 || 0.4 || -1.01 || 0.06 || -3.96 || 4.04 || 1-butanol || 0.387596 || -0.97209 || 0.108258 || -3.97885 || 4.12895 ||
 * 0.22 || 0.27 || -0.57 || -2.92 || -4.88 || 4.46 || 1-chlorobutane || 0.254833 || -0.516892 || -2.847674 || -4.910816 || 4.57048 ||
 * -0.06 || 0.62 || -1.32 || 0.03 || -4.15 || 4.28 || 1-decanol || 0.6203042 || -1.3327395 || 0.0090799 || -4.1464701 || 4.2497972 ||
 * 0.04 || 0.4 || -1.06 || 0 || -4.34 || 4.32 || 1-heptanol || 0.3948325 || -1.0545913 || 0.0143256 || -4.3468223 || 4.3352649 ||
 * 0.12 || 0.71 || -1.62 || -3.18 || -4.8 || 4.32 || 1-hexadecene || 0.696611 || -1.588924 || -3.143734 || -4.810655 || 4.38202 ||
 * 0.12 || 0.49 || -1.16 || 0.05 || -3.98 || 4.13 || 1-hexanol || 0.482763 || -1.137261 || 0.090893 || -3.993082 || 4.190662 ||
 * -0.03 || 0.49 || -1.04 || -0.02 || -4.24 || 4.22 || 1-octanol || 0.4909845 || -1.0517092 || -0.0336817 || -4.2309735 || 4.2009611 ||
 * 0.15 || 0.54 || -1.23 || 0.14 || -3.86 || 4.08 || 1-pentanol || 0.52385 || -1.193867 || 0.188379 || -3.88273 || 4.154244 ||
 * 0.14 || 0.41 || -1.03 || 0.25 || -3.77 || 3.99 || 1-propanol || 0.393466 || -0.996062 || 0.291203 || -3.784515 || 4.05757 ||
 * 0.18 || 0.29 || -0.13 || -2.8 || -4.29 || 4.18 || 1,2-dichloroethane || 0.278894 || -0.090721 || -2.742532 || -4.313978 || 4.274203 ||
 * 0.12 || 0.35 || -0.03 || -0.58 || -4.81 || 4.11 || 1,4-dioxane || 0.33675 || -0.003994 || -0.542209 || -4.825876 || 4.173499 ||
 * 0.1 || 0.62 || -1.8 || -3.07 || -4.29 || 4.52 || 1,9-decadiene || 0.606347 || -1.771424 || -3.037034 || -4.304097 || 4.571908 ||
 * 0.13 || 0.25 || -0.98 || 0.16 || -3.88 || 4.11 || 2-butanol || 0.242337 || -0.945988 || 0.198721 || -3.897972 || 4.179391 ||
 * 0.19 || 0.35 || -1.13 || 0.02 || -3.57 || 3.97 || 2-methyl-1-propanol || 0.338508 || -1.082867 || 0.07594 || -3.591543 || 4.064762 ||
 * 0.21 || 0.17 || -0.95 || 0.33 || -4.09 || 4.11 || 2-methyl-2-propanol || 0.153709 || -0.897144 || 0.397899 || -4.111567 || 4.217508 ||
 * 0.12 || 0.46 || -1.33 || 0.21 || -3.75 || 4.2 || 2-pentanol || 0.445389 || -1.303994 || 0.243289 || -3.759434 || 4.260301 ||
 * 0.1 || 0.34 || -1.05 || 0.41 || -3.83 || 4.03 || 2-propanol || 0.334933 || -1.025916 || 0.437909 || -3.839249 || 4.084005 ||
 * 0.32 || 0.51 || -1.69 || -3.69 || -4.81 || 4.4 || 2,2,4-trimethylpentane || 0.485433 || -1.610035 || -3.586041 || -4.850718 || 4.563507 ||
 * 0.07 || 0.36 || -1.27 || 0.09 || -3.77 || 4.4 || 3-methyl-1-butanol || 0.35352 || -1.255543 || 0.11342 || -3.779382 || 4.43679 ||
 * 0.31 || 0.31 || -0.12 || -0.61 || -4.75 || 3.94 || acetone || 0.286706 || -0.04747 || -0.508846 || -4.792269 || 4.102844 ||
 * 0.41 || 0.08 || 0.33 || -1.57 || -4.39 || 3.36 || acetonitrile || 0.044129 || 0.423135 || -1.4362 || -4.443325 || 3.576285 ||
 * 0.14 || 0.46 || -0.59 || -3.01 || -4.63 || 4.49 || benzene || 0.452175 || -0.554143 || -2.963555 || -4.643338 || 4.564318 ||
 * 0.1 || 0.29 || 0.06 || -1.61 || -4.56 || 4.03 || benzonitrile || 0.277045 || 0.081936 || -1.574291 || -4.574904 || 4.07839 ||
 * -0.02 || 0.44 || -0.42 || -3.17 || -4.56 || 4.45 || bromobenzene || 0.4369346 || -0.4279276 || -3.1781219 || -4.5563083 || 4.4367652 ||
 * 0.25 || 0.26 || -0.08 || -0.77 || -4.86 || 4.15 || butanone || 0.236179 || -0.022077 || -0.68909 || -4.886268 || 4.274532 ||
 * 0.25 || 0.36 || -0.5 || -0.87 || -4.97 || 4.28 || butyl acetate || 0.336024 || -0.442788 || -0.788152 || -5.004535 || 4.408761 ||
 * 0.05 || 0.69 || -0.94 || -3.6 || -5.82 || 4.92 || carbon disulfide || 0.6819348 || -0.9318396 || -3.5870443 || -5.8248542 || 4.9458403 ||
 * 0.2 || 0.52 || -1.16 || -3.56 || -4.59 || 4.62 || carbon tetrachloride || 0.506806 || -1.112282 || -3.496545 || -4.619008 || 4.720644 ||
 * 0.07 || 0.38 || -0.52 || -3.18 || -4.7 || 4.61 || chlorobenzene || 0.3752336 || -0.5056045 || -3.1613969 || -4.7083071 || 4.6478423 ||
 * 0.19 || 0.11 || -0.4 || -3.11 || -3.51 || 4.4 || chloroform || 0.089413 || -0.357874 || -3.051291 || -3.537934 || 4.493193 ||
 * 0.16 || 0.78 || -1.68 || -3.74 || -4.93 || 4.58 || cyclohexane || 0.770769 || -1.640414 || -3.689346 || -4.948869 || 4.659072 ||
 * 0.04 || 0.23 || 0.06 || -0.98 || -4.84 || 4.32 || cyclohexanone || 0.2216766 || 0.0668337 || -0.962833 || -4.8469389 || 4.3348761 ||
 * 0.19 || 0.72 || -1.74 || -3.45 || -4.97 || 4.48 || decane || 0.706653 || -1.697274 || -3.389851 || -4.993254 || 4.571974 ||
 * 0.18 || 0.39 || -0.99 || -1.41 || -5.36 || 4.52 || dibutyl ether || 0.37973 || -0.94367 || -1.357836 || -5.379393 || 4.614845 ||
 * 0.33 || 0.3 || -0.44 || 0.36 || -4.9 || 3.95 || dibutylformamide || 0.275223 || -0.3577 || 0.462459 || -4.944045 || 4.122737 ||
 * 0.32 || 0.1 || -0.19 || -3.06 || -4.09 || 4.32 || dichloromethane || 0.076325 || -0.111839 || -2.957248 || -4.130085 || 4.487963 ||
 * 0.35 || 0.36 || -0.82 || -0.59 || -4.96 || 4.35 || diethyl ether || 0.329941 || -0.737491 || -0.477868 || -5.000297 || 4.530001 ||
 * 0.21 || 0.03 || 0.09 || 1.34 || -5.08 || 4.09 || diethylacetamide || 0.0167 || 0.139253 || 1.409338 || -5.111165 || 4.197615 ||
 * -0.27 || 0.08 || 0.21 || 0.92 || -5 || 4.56 || dimethylacetamide || 0.104844 || 0.145499 || 0.831639 || -4.970213 || 4.418588 ||
 * -0.31 || -0.06 || 0.34 || 0.36 || -4.87 || 4.49 || DMF || -0.034208 || 0.27126 || 0.264139 || -4.827615 || 4.330082 ||
 * -0.19 || 0.33 || 0.79 || 1.26 || -4.54 || 3.36 || DMSO || 0.341749 || 0.745718 || 1.200253 || -4.516908 || 3.262081 ||
 * 0.11 || 0.67 || -1.64 || -3.55 || -5.01 || 4.46 || dodecane || 0.658583 || -1.616828 || -3.508611 || -5.020509 || 4.517868 ||
 * 0.22 || 0.47 || -1.04 || 0.33 || -3.6 || 3.86 || ethanol || 0.453079 || -0.983328 || 0.396198 || -3.623493 || 3.971272 ||
 * -0.17 || -0.02 || 0 || 0.07 || -0.37 || 0.45 || ethanol/water(10:90)vol || -0.009316 || -0.04156 || 0.010626 || -0.350331 || 0.365271 ||
 * -0.25 || 0.04 || -0.04 || 0.1 || -0.83 || 0.92 || ethanol/water(20:80)vol || 0.062777 || -0.098993 || 0.01722 || -0.800521 || 0.786631 ||
 * -0.27 || 0.11 || -0.1 || 0.13 || -1.32 || 1.41 || ethanol/water(30:70)vol || 0.127804 || -0.160996 || 0.049426 || -1.282852 || 1.276293 ||
 * -0.22 || 0.13 || -0.16 || 0.17 || -1.81 || 1.92 || ethanol/water(40:60)vol || 0.148332 || -0.210817 || 0.102648 || -1.781936 || 1.804907 ||
 * -0.14 || 0.12 || -0.25 || 0.25 || -2.28 || 2.42 || ethanol/water(50:50)vol || 0.134901 || -0.285203 || 0.207128 || -2.257463 || 2.342294 ||
 * -0.04 || 0.14 || -0.34 || 0.29 || -2.68 || 2.81 || ethanol/water(60:40)vol || 0.1406465 || -0.3442878 || 0.281256 || -2.6697239 || 2.7916452 ||
 * 0.06 || 0.09 || -0.37 || 0.31 || -2.94 || 3.1 || ethanol/water(70:30)vol || 0.0794107 || -0.3529953 || 0.331463 || -2.9438845 || 3.1344568 ||
 * 0.17 || 0.18 || -0.47 || 0.26 || -3.21 || 3.32 || ethanol/water(80:20)vol || 0.161026 || -0.424495 || 0.314211 || -3.233463 || 3.411426 ||
 * 0.24 || 0.21 || -0.58 || 0.26 || -3.45 || 3.55 || ethanol/water(90:10)vol || 0.193477 || -0.51767 || 0.338521 || -3.480739 || 3.669878 ||
 * 0.33 || 0.37 || -0.45 || -0.7 || -4.9 || 4.15 || ethyl acetate || 0.342809 || -0.369036 || -0.596948 || -4.94523 || 4.318697 ||
 * 0.09 || 0.47 || -0.72 || -3 || -4.84 || 4.51 || ethylbenzene || 0.459437 || -0.701228 || -2.970828 || -4.855741 || 4.56218 ||
 * -0.27 || 0.58 || -0.51 || 0.72 || -2.62 || 2.73 || ethylene glycol || 0.599449 || -0.574819 || 0.631321 || -2.585314 || 2.5908 ||
 * 0.14 || 0.15 || -0.37 || -3.03 || -4.6 || 4.54 || fluorobenzene || 0.140337 || -0.340978 || -2.985464 || -4.618238 || 4.611483 ||
 * -0.17 || 0.07 || 0.31 || 0.59 || -3.15 || 2.43 || formamide || 0.083307 || 0.267828 || 0.536608 || -3.131516 || 2.344771 ||
 * 0.3 || 0.64 || -1.76 || -3.57 || -4.95 || 4.49 || heptane || 0.61919 || -1.685129 || -3.477189 || -4.983132 || 4.640776 ||
 * 0.09 || 0.67 || -1.62 || -3.59 || -4.87 || 4.43 || hexadecane || 0.659893 || -1.59632 || -3.559573 || -4.880281 || 4.47815 ||
 * 0.33 || 0.56 || -1.71 || -3.58 || -4.94 || 4.46 || hexane || 0.53342 || -1.631725 || -3.473425 || -4.980698 || 4.634317 ||
 * -0.19 || 0.3 || -0.31 || -3.21 || -4.65 || 4.59 || iodobenzene || 0.312539 || -0.352762 || -3.271785 || -4.629052 || 4.489752 ||
 * -0.61 || 0.93 || -1.15 || -1.68 || -4.09 || 4.25 || isopropyl myristate || 0.977259 || -1.294959 || -1.870114 || -4.017729 || 3.939081 ||
 * 0.12 || 0.38 || -0.6 || -2.98 || -4.96 || 4.54 || m-xylene || 0.366587 || -0.574078 || -2.941283 || -4.976929 || 4.598299 ||
 * 0.28 || 0.33 || -0.71 || 0.24 || -3.32 || 3.55 || methanol || 0.311909 || -0.649107 || 0.329542 || -3.354582 || 3.690751 ||
 * 0.35 || 0.22 || -0.15 || -1.04 || -4.53 || 3.97 || methyl acetate || 0.194997 || -0.067588 || -0.923983 || -4.571216 || 4.15239 ||
 * 0.34 || 0.31 || -0.82 || -0.62 || -5.1 || 4.43 || methyl tert-butyl ether || 0.279699 || -0.737134 || -0.510026 || -5.139775 || 4.600429 ||
 * 0.25 || 0.78 || -1.98 || -3.52 || -4.29 || 4.53 || methylcyclohexane || 0.762327 || -1.924196 || -3.439318 || -4.323834 || 4.654703 ||
 * 0.28 || 0.13 || -0.44 || 1.18 || -4.73 || 3.86 || N-ethylacetamide || 0.105071 || -0.374993 || 1.269385 || -4.764184 || 4.002187 ||
 * 0.22 || 0.03 || -0.17 || 0.94 || -4.59 || 3.73 || N-ethylformamide || 0.016449 || -0.114321 || 1.004651 || -4.616979 || 3.84333 ||
 * -0.03 || 0.7 || -0.06 || 0.01 || -4.09 || 3.41 || N-formylmorpholine || 0.6981457 || -0.0694897 || 0.0048883 || -4.0885654 || 3.38906 ||
 * 0.06 || 0.33 || 0.26 || 1.56 || -5.04 || 3.98 || N-methyl-2-piperidone || 0.3271873 || 0.2705115 || 1.5746338 || -5.0436057 || 4.0124292 ||
 * 0.09 || 0.21 || -0.17 || 1.31 || -4.59 || 3.83 || N-methylacetamide || 0.19721 || -0.150831 || 1.334533 || -4.600626 || 3.879615 ||
 * 0.11 || 0.41 || -0.29 || 0.54 || -4.09 || 3.47 || N-methylformamide || 0.397604 || -0.260136 || 0.578616 || -4.099689 || 3.529845 ||
 * 0.15 || 0.53 || 0.23 || 0.84 || -4.79 || 3.67 || N-methylpyrrolidinone || 0.519565 || 0.259902 || 0.887089 || -4.813222 || 3.749914 ||
 * -0.2 || 0.54 || 0.04 || -2.33 || -4.61 || 4.31 || nitrobenzene || 0.551741 || -0.003723 || -2.388352 || -4.584066 || 4.213974 ||
 * 0.02 || -0.09 || 0.79 || -1.46 || -4.36 || 3.46 || nitromethane || -0.0933342 || 0.7985957 || -1.4544755 || -4.3676129 || 3.4722537 ||
 * 0.24 || 0.62 || -1.71 || -3.53 || -4.92 || 4.48 || nonane || 0.599859 || -1.65665 || -3.456521 || -4.951366 || 4.605711 ||
 * 0.08 || 0.52 || -0.81 || -2.88 || -4.82 || 4.56 || o-xylene || 0.511059 || -0.793315 || -2.857401 || -4.831364 || 4.601817 ||
 * -0.1 || 0.15 || -0.84 || -0.44 || -4.04 || 4.13 || octadecanol || 0.155261 || -0.863525 || -0.466854 || -4.028093 || 4.075935 ||
 * 0.23 || 0.74 || -1.84 || -3.59 || -4.91 || 4.5 || octane || 0.719433 || -1.785636 || -3.512058 || -4.936095 || 4.620999 ||
 * 0.17 || 0.48 || -0.81 || -2.94 || -4.87 || 4.53 || p-xylene || 0.463092 || -0.772761 || -2.885801 || -4.895116 || 4.617725 ||
 * 0.37 || 0.39 || -1.57 || -3.54 || -5.22 || 4.51 || pentane || 0.35651 || -1.481294 || -3.418818 || -5.261024 || 4.703599 ||
 * 0 || 0.17 || 0.5 || -1.28 || -4.41 || 3.42 || propylene carbonate || 0.1672359 || 0.505135 || -1.2809844 || -4.4080414 || 3.4234811 ||
 * 0 || 0.15 || 0.6 || -0.38 || -4.54 || 3.29 || sulfolane || 0.1468503 || 0.6009136 || -0.3799049 || -4.541574 || 3.2903215 ||
 * 0.22 || 0.36 || -0.38 || -0.24 || -4.93 || 4.45 || THF || 0.345051 || -0.331628 || -0.167145 || -4.96046 || 4.564853 ||
 * 0.13 || 0.43 || -0.64 || -3 || -4.75 || 4.52 || toluene || 0.420597 || -0.614527 || -2.961869 || -4.763681 || 4.588524 ||
 * 0.02 || 0.35 || -0.43 || 0.71 || -4.73 || 4.19 || tributyl phosphate || 0.3482619 || -0.4268337 || 0.7148701 || -4.7277409 || 4.2032817 ||
 * 0.4 || -0.09 || -0.59 || -1.28 || -1.27 || 3.09 || trifluoroethanol || -0.125647 || -0.50143 || -1.155862 || -1.322677 || 3.290636 ||
 * 0.06 || 0.6 || -1.66 || -3.42 || -5.12 || 4.62 || undecane || 0.5979334 || -1.6471654 || -3.4017847 || -5.1276719 || 4.6493317 ||

Predicted Coefficients e_0, s_0, a_0, b_0, and v_0 for classic solvents

 * solvent || CAS || CSID || SMILES || e_0 || s_0 || a_0 || b_0 || v_0 ||
 * n-butylamine || 109-73-9 || 7716 || CCCCN || 0.401 || -0.861 || -0.757 || -4.572 || 4.266 ||
 * diethylamine || 109-89-7 || 7730 || CCNCC || 0.277 || -0.653 || -0.77 || -4.684 || 4.431 ||
 * n-propylamine || 107-10-8 || 7564 || CCCN || 0.394 || -0.809 || -0.664 || -4.412 || 4.159 ||
 * piperidine || 110-89-4 || 7791 || C1CCNCC1 || 0.413 || -0.703 || -0.934 || -4.664 || 4.434 ||
 * pyrrolidine || 123-75-1 || 29008 || C1CCNC1 || 0.375 || -0.555 || -0.812 || -4.653 || 4.387 ||
 * tributylamine || 102-82-9 || 7340 || CCCCN(CCCC)CCCC || 0.535 || -1.086 || -1.635 || -4.942 || 4.432 ||
 * triethylamine || 121-44-8 || 8158 || CCN(CC)CC || 0.367 || -0.545 || -1.349 || -4.943 || 4.504 ||
 * tert-butyl methyl ether || 1634-04-4 || 14672 || CC(C)(C)OC || 0.285 || -0.71 || -0.534 || -4.898 || 4.498 ||
 * acetone || 67-64-1 || 175 || CC(=O)C || 0.252 || -0.063 || -0.389 || -4.721 || 4.092 ||
 * DMEU || 80-73-9 || 6409 || CN1CCN(C1=O)C || 0.315 || 0.175 || 0.319 || -4.7 || 3.702 ||
 * DPMU || 7226-23-5 || 73671 || CN1CCCN(C1=O)C || 0.355 || 0.119 || 0.259 || -4.748 || 3.85 ||
 * N,N-dimethylacetamide || 127-19-5 || 29107 || CC(=O)N(C)C || 0.173 || 0.071 || 0.579 || -4.781 || 4.079 ||
 * N,N-dimethylformamide || 68-12-2 || 5993 || CN(C)C=O || 0.187 || 0.014 || 0.111 || -4.521 || 3.827 ||
 * 2,4-dimethylpyridine || 108-47-4 || 21132380 || CC1=CC(=NC=C1)C || 0.312 || -0.364 || -0.716 || -4.846 || 4.417 ||
 * 2,6-dimethylpyridine || 108-48-5 || 13842613 || CC1=NC(=CC=C1)C || 0.328 || -0.344 || -0.811 || -4.865 || 4.407 ||
 * ethylenediamine || 107-15-3 || 13835550 || C(CN)N || 0.439 || -0.604 || -0.369 || -4.133 || 3.538 ||
 * HMPTA || 680-31-9 || 12158 || CN(C)P(=O)(N(C)C)N(C)C || 0.289 || 0.052 || 0.2 || -4.41 || 3.645 ||
 * N-methyl-pyrrolidin-2-one || 872-50-4 || 12814 || CN1CCCC1=O || 0.408 || 0.195 || 0.217 || -4.68 || 3.827 ||
 * morpholine || 110-91-8 || 13837537 || C1COCCN1 || 0.324 || -0.346 || 0.053 || -4.308 || 3.938 ||
 * 3-picoline || 108-99-6 || 21106520 || CC1=CN=CC=C1 || 0.299 || -0.317 || -0.625 || -4.724 || 4.418 ||
 * 4-picoline || 108-89-4 || 13874733 || CC1=CC=NC=C1 || 0.314 || -0.35 || -0.641 || -4.716 || 4.46 ||
 * pyridine || 110-86-1 || 1020 || C1=CC=NC=C1 || 0.316 || -0.35 || -0.65 || -4.682 || 4.399 ||
 * quinoline || 91-22-5 || 6780 || C1=CC=C2C(=C1)C=CC=N2 || 0.391 || -0.343 || -1.184 || -4.643 || 4.38 ||
 * tetrahydrofuran || 109-99-9 || 7737 || C1CCOC1 || 0.344 || -0.346 || -0.369 || -4.87 || 4.465 ||
 * 1,1,3,3-tetramethyl urea || 632-22-4 || 11930 || CN(C)C(=O)N(C)C || 0.193 || 0.118 || 0.34 || -4.732 || 3.914 ||
 * 2,4,6-trimethylpyridine || 108-75-8 || 21106174 || CC1=CC(=NC(=C1)C)C || 0.331 || -0.427 || -0.931 || -4.827 || 4.374 ||
 * triethylene glycol || 112-27-6 || 13835895 || C(COCCOCCO)O || 0.497 || -0.416 || -0.149 || -3.292 || 3.484 ||
 * 1-chlorobutane || 109-69-3 || 7714 || CCCCCl || 0.315 || -0.642 || -2.847 || -4.684 || 4.534 ||
 * acetophenone || 98-86-2 || 7132 || CC(=O)C1=CC=CC=C1 || 0.343 || -0.199 || -0.751 || -4.753 || 4.179 ||
 * benzaldehyde || 100-52-7 || 235 || C1=CC=C(C=C1)C=O || 0.323 || -0.183 || -0.802 || -4.569 || 4.152 ||
 * 2-butanone || 78-93-3 || 6321 || CCC(=O)C || 0.229 || -0.128 || -0.536 || -4.814 || 4.208 ||
 * n-butyl acetate || 123-86-4 || 29012 || CCCCOC(=O)C || 0.321 || -0.434 || -0.803 || -4.887 || 4.298 ||
 * di-n-butyl ether || 142-96-1 || 8569 || CCCCOCCCC || 0.396 || -0.874 || -1.009 || -5.155 || 4.548 ||
 * butyronitrile || 109-74-0 || 7717 || CCCC#N || 0.247 || -0.296 || -1.057 || -4.556 || 4.137 ||
 * cyclohexanone || 108-94-1 || 7679 || C1CCC(=O)CC1 || 0.279 || -0.004 || -0.793 || -4.779 || 4.227 ||
 * cyclopentanone || 120-92-3 || 8141 || C1CCC(=O)C1 || 0.298 || 0.031 || -0.563 || -4.765 || 4.164 ||
 * DEGDEE || 112-36-7 || 21106583 || CCOCCOCCOCC || 0.367 || -0.377 || -0.574 || -4.503 || 4.043 ||
 * DEGDME || 111-96-6 || 13839575 || COCCOCCOC || 0.38 || -0.514 || -0.417 || -4.324 || 3.922 ||
 * dibenzyl ether || 103-50-4 || 21105876 || C1=CC=C(C=C1)COCC2=CC=CC=C2 || 0.472 || -0.698 || -0.972 || -4.701 || 4.333 ||
 * diethyl carbonate || 105-58-8 || 7478 || CCOC(=O)OCC || 0.318 || -0.262 || -0.968 || -4.629 || 4.063 ||
 * diethyl ether || 60-29-7 || 3168 || CCOCC || 0.314 || -0.625 || -0.517 || -4.932 || 4.464 ||
 * di-isopropyl ether || 108-20-3 || 7626 || CC(C)OC(C)C || 0.284 || -0.472 || -0.639 || -4.838 || 4.488 ||
 * 1,2-dimethoxyethane || 110-71-4 || 13836589 || COCCOC || 0.36 || -0.547 || -0.379 || -4.524 || 4.038 ||
 * 3,3-dimethyl-2-butanone || 75-97-8 || 6176 || CC(=O)C(C)(C)C || 0.25 || -0.262 || -0.574 || -4.877 || 4.237 ||
 * 2,6-dimethyl-4-heptanone || 108-83-8 || 7670 || CC(C)CC(=O)CC(C)C || 0.346 || -0.593 || -0.718 || -4.826 || 4.247 ||
 * 2,4-dimethyl-3-pentanone || 565-80-0 || 10797 || CC(C)C(=O)C(C)C || 0.281 || -0.375 || -0.547 || -4.822 || 4.279 ||
 * 1,4-dioxane || 123-91-1 || 29015 || C1COCCO1 || 0.345 || -0.189 || -0.416 || -4.497 || 4.084 ||
 * ethyl acetate || 141-78-6 || 8525 || CCOC(=O)C || 0.262 || -0.298 || -0.7 || -4.868 || 4.252 ||
 * ethyl benzoate || 93-89-0 || 6897 || CCOC(=O)C1=CC=CC=C1 || 0.366 || -0.297 || -1.161 || -4.65 || 4.127 ||
 * ethyl formate || 109-94-4 || 7734 || CCOC=O || 0.227 || -0.116 || -0.805 || -4.483 || 3.778 ||
 * ethyl propionate || 105-37-3 || 7463 || CCC(=O)OCC || 0.249 || -0.284 || -0.646 || -4.873 || 4.236 ||
 * methyl acetate || 79-20-9 || 6335 || CC(=O)OC || 0.217 || -0.055 || -0.657 || -4.563 || 3.919 ||
 * methyl benzoate || 93-58-3 || 6883 || COC(=O)C1=CC=CC=C1 || 0.36 || -0.225 || -1.149 || -4.63 || 4.109 ||
 * 3-methyl-2-butanone || 563-80-4 || 10777 || CC(C)C(=O)C || 0.22 || -0.159 || -0.405 || -4.826 || 4.265 ||
 * 4-methyl-2-pentanone || 108-10-1 || 7621 || CC(C)CC(=O)C || 0.249 || -0.417 || -0.527 || -4.804 || 4.276 ||
 * 2-pentanone || 107-87-9 || 7607 || CCCC(=O)C || 0.275 || -0.4 || -0.511 || -4.887 || 4.244 ||
 * 3-pentanone || 96-22-0 || 7016 || CCC(=O)CC || 0.252 || -0.326 || -0.537 || -4.899 || 4.25 ||
 * pentyl actetae || 628-63-7 || 11843 || CCCCCOC(=O)C || 0.378 || -0.5 || -0.818 || -4.832 || 4.259 ||
 * di-n-propyl ether || 111-43-3 || 7823 || CCCOCCC || 0.358 || -0.727 || -0.66 || -5.091 || 4.54 ||
 * propyl formate || 110-74-7 || 7782 || CCCOC=O || 0.295 || -0.242 || -0.734 || -4.604 || 3.939 ||
 * TEGDME || 143-24-8 || 13835433 || COCCOCCOCCOCCOC || 0.407 || -0.552 || -0.505 || -4.105 || 3.644 ||
 * benzonitrile || 100-47-0 || 7224 || C1=CC=C(C=C1)C#N || 0.302 || -0.106 || -1.427 || -4.566 || 4.159 ||
 * chloroform || 67-66-3 || 5977 || C(Cl)(Cl)Cl || 0.203 || -0.405 || -3.075 || -4.029 || 4.504 ||
 * acetic anhydride || 108-24-7 || 7630 || CC(=O)OC(=O)C || 0.219 || -0.008 || -0.604 || -4.652 || 4.007 ||
 * acetonitrile || 75-05-8 || 6102 || CC#N || 0.119 || 0.132 || -1.151 || -4.25 || 3.656 ||
 * acetylacetone || 123-54-6 || 29001 || CC(=O)CC(=O)C || 0.233 || -0.057 || -0.279 || -4.703 || 4.029 ||
 * dimethylsulfoxide || 67-68-5 || 659 || CS(=O)C || 0.304 || 0.375 || 0.599 || -4.534 || 3.542 ||
 * N-methylacetamide || 79-16-3 || 6334 || CC(=O)NC || 0.139 || 0.021 || 0.605 || -4.574 || 4.031 ||
 * N-methylformamide || 123-39-7 || 28994 || CNC=O || 0.245 || -0.096 || 0.323 || -4.182 || 3.527 ||
 * methyl formate || 107-31-3 || 7577 || COC=O || 0.216 || 0.015 || -0.647 || -4.146 || 3.569 ||
 * propionitrile || 107-12-0 || 7566 || CCC#N || 0.233 || -0.144 || -1.049 || -4.459 || 3.949 ||
 * propylene carbonate || 108-32-7 || 7636 || CC1COC(=O)O1 || 0.223 || 0.302 || -1.03 || -4.388 || 3.577 ||
 * sulfolane || 126-33-0 || 29080 || C1CCS(=O)(=O)C1 || 0.238 || 0.398 || -0.405 || -4.607 || 3.567 ||
 * 2-butanol || 78-92-2 || 6320 || CCC(C)O || 0.294 || -0.972 || 0.186 || -3.85 || 4.155 ||
 * benzene || 71-43-2 || 236 || C1=CC=CC=C1 || 0.445 || -0.612 || -3.109 || -4.697 || 4.565 ||
 * bromobenzene || 108-86-1 || 7673 || C1=CC=C(C=C1)Br || 0.42 || -0.506 || -3.167 || -4.581 || 4.499 ||
 * 1-bromobutane || 109-65-9 || 7711 || CCCCBr || 0.34 || -0.688 || -2.993 || -4.626 || 4.549 ||
 * bromoethane || 74-96-4 || 6092 || CCBr || 0.361 || -0.614 || -2.995 || -4.606 || 4.569 ||
 * carbon disulfide || 75-15-0 || 6108 || C(=S)=S || 0.485 || -0.683 || -3.02 || -5.194 || 4.628 ||
 * carbon tetrachloride || 56-23-5 || 5730 || C(Cl)(Cl)(Cl)Cl || 0.404 || -0.782 || -3.224 || -4.305 || 4.558 ||
 * chlorobenzene || 108-90-7 || 7676 || C1=CC=C(C=C1)Cl || 0.385 || -0.483 || -3.087 || -4.617 || 4.575 ||
 * 3-methyl-1-butanol || 123-51-3 || 29000 || CC(C)CCO || 0.349 || -1.101 || 0.102 || -3.833 || 4.283 ||
 * 1-chloropropane || 540-54-5 || 10437 || CCCCl || 0.324 || -0.623 || -2.795 || -4.649 || 4.536 ||
 * 2-chloropropane || 75-29-6 || 6121 || CC(C)Cl || 0.327 || -0.674 || -2.939 || -4.559 || 4.552 ||
 * cis-decaline || 91-17-8 || 10179239 || C1C[C@@H]2[C@@H](CCCC2)CC1 || 0.643 || -1.529 || -3.488 || -4.689 || 4.557 ||
 * cyclohexane || 110-82-7 || 7787 || C1CCCCC1 || 0.663 || -1.478 || -3.524 || -4.88 || 4.653 ||
 * cyclohexene || 110-83-8 || 7788 || C1CCC=CC1 || 0.475 || -0.893 || -3.132 || -4.741 || 4.642 ||
 * cyclopentane || 287-92-3 || 8896 || C1CCCC1 || 0.535 || -1.133 || -3.416 || -4.897 || 4.658 ||
 * n-decane || 124-18-5 || 14840 || CCCCCCCCCC || 0.667 || -1.682 || -3.427 || -4.988 || 4.592 ||
 * o-dichlorobenzene || 95-50-1 || 13837988 || C1=CC=C(C(=C1)Cl)Cl || 0.412 || -0.539 || -3.075 || -4.593 || 4.448 ||
 * 1,1-dichloroethylene || 75-35-4 || 13835316 || C=C(Cl)Cl || 0.346 || -0.554 || -3.143 || -4.492 || 4.55 ||
 * m-dichlorobenzene || 541-73-1 || 13857694 || C1=CC(=CC(=C1)Cl)Cl || 0.391 || -0.581 || -3.061 || -4.588 || 4.459 ||
 * N,N-dimethylaniline || 121-69-7 || 924 || CN(C)C1=CC=CC=C1 || 0.39 || -0.437 || -1.318 || -4.757 || 4.433 ||
 * diphenyl ether || 101-84-8 || 7302 || C1=CC=C(C=C1)OC2=CC=CC=C2 || 0.418 || -0.644 || -1.778 || -4.664 || 4.372 ||
 * fluorobenzene || 462-06-6 || 9614 || C1=CC=C(C=C1)F || 0.288 || -0.372 || -2.385 || -4.599 || 4.506 ||
 * n-heptane || 142-82-5 || 8560 || CCCCCCC || 0.609 || -1.673 || -3.457 || -4.98 || 4.633 ||
 * n-hexane || 110-54-3 || 7767 || CCCCCC || 0.539 || -1.618 || -3.423 || -5.001 || 4.643 ||
 * iodobenzene || 591-50-4 || 11087 || C1=CC=C(C=C1)I || 0.406 || -0.659 || -3.217 || -4.572 || 4.509 ||
 * iodoethane || 75-03-6 || 6100 || CCI || 0.433 || -0.727 || -3.147 || -4.685 || 4.582 ||
 * mesitylene || 108-67-8 || 7659 || CC1=CC(=CC(=C1)C)C || 0.494 || -1.032 || -3.149 || -4.91 || 4.567 ||
 * iso-octane || 540-84-1 || 10445 || CC(C)CC(C)(C)C || 0.509 || -1.53 || -3.446 || -4.837 || 4.585 ||
 * n-octane || 111-65-9 || 349 || CCCCCCCC || 0.666 || -1.708 || -3.474 || -4.961 || 4.621 ||
 * n-pentane || 109-66-0 || 7712 || CCCCC || 0.412 || -1.414 || -3.316 || -5.057 || 4.639 ||
 * phenetole || 103-73-1 || 7391 || CCOC1=CC=CC=C1 || 0.354 || -0.424 || -1.636 || -4.8 || 4.491 ||
 * styrene || 100-42-5 || 7220 || C=CC1=CC=CC=C1 || 0.472 || -0.732 || -3.147 || -4.73 || 4.57 ||
 * tetrachloroethylene || 127-18-4 || 13837281 || C(=C(Cl)Cl)(Cl)Cl || 0.354 || -0.482 || -3.045 || -4.235 || 4.348 ||
 * toluene || 108-88-3 || 1108 || CC1=CC=CC=C1 || 0.429 || -0.609 || -2.979 || -4.751 || 4.588 ||
 * 1,1,1-trichloroethane || 71-55-6 || 6042 || CC(Cl)(Cl)Cl || 0.321 || -0.636 || -3.192 || -4.384 || 4.549 ||
 * trichloroethylene || 79-01-6 || 13837280 || C(=C(Cl)Cl)Cl || 0.292 || -0.344 || -2.959 || -4.395 || 4.347 ||
 * m-xylene || 108-38-3 || 7641 || CC1=CC(=CC=C1)C || 0.408 || -0.689 || -2.945 || -4.919 || 4.594 ||
 * o-xylene || 95-47-6 || 6967 || CC1=CC=CC=C1C || 0.473 || -0.747 || -2.932 || -4.867 || 4.595 ||
 * p-xylene || 106-42-3 || 7521 || CC1=CC=C(C=C1)C || 0.455 || -0.747 || -2.907 || -4.89 || 4.597 ||
 * aniline || 62-53-3 || 5889 || C1=CC=C(C=C1)N || 0.351 || -0.461 || -1.055 || -4.481 || 4.324 ||
 * anisole || 100-66-3 || 7238 || COC1=CC=CC=C1 || 0.356 || -0.344 || -1.516 || -4.723 || 4.501 ||
 * 1,1-dichloroethane || 75-34-3 || 6125 || CC(Cl)Cl || 0.282 || -0.416 || -2.988 || -4.365 || 4.497 ||
 * 1,2-dichloroethane || 107-06-2 || 13837650 || C(CCl)Cl || 0.299 || -0.206 || -2.757 || -4.439 || 4.352 ||
 * Z-1,2-dichloroethylene || 156-59-2 || 558928 || C(=C\\Cl)\\Cl || 0.327 || -0.387 || -2.884 || -4.475 || 4.465 ||
 * dichloromethane || 75-09-2 || 6104 || C(Cl)Cl || 0.159 || -0.261 || -2.882 || -4.372 || 4.516 ||
 * nitrobenzene || 98-95-3 || 7138 || C1=CC=C(C=C1)[N+](=O)[O-] || 0.443 || -0.119 || -1.974 || -4.527 || 4.176 ||
 * nitroethane || 79-24-3 || 6338 || CC[N+](=O)[O-] || 0.243 || -0.192 || -1.409 || -4.449 || 3.797 ||
 * nitromethane || 75-52-5 || 6135 || C[N+](=O)[O-] || 0.103 || 0.228 || -1.477 || -4.079 || 3.534 ||
 * 1,1,2,2-tetrachloroethane || 79-34-5 || 6342 || C(C(Cl)Cl)(Cl)Cl || 0.328 || -0.504 || -3.026 || -4.058 || 4.325 ||
 * 1-butanol || 71-36-3 || 258 || CCCCO || 0.396 || -0.986 || 0.145 || -3.914 || 4.127 ||
 * benzyl alcohol || 100-51-6 || 13860335 || C1=CC=C(C=C1)CO || 0.365 || -0.399 || -0.381 || -3.949 || 4.143 ||
 * tert-butyl alcohol || 75-65-0 || 6146 || CC(C)(C)O || 0.27 || -0.889 || 0.228 || -3.979 || 4.197 ||
 * cyclohexanol || 108-93-0 || 7678 || C1CCC(CC1)O || 0.369 || -0.726 || -0.267 || -4.035 || 4.224 ||
 * ethanol || 64-17-5 || 682 || CCO || 0.378 || -0.906 || 0.337 || -3.574 || 3.819 ||
 * 1-hexanol || 111-27-3 || 7812 || CCCCCCO || 0.446 || -1.065 || 0.069 || -3.98 || 4.199 ||
 * isobutyl alcohol || 78-83-1 || 6312 || CC(C)CO || 0.327 || -0.997 || 0.125 || -3.734 || 4.121 ||
 * 2-methyl-2-butanol || 75-85-4 || 6165 || CCC(C)(C)O || 0.285 || -0.925 || 0.042 || -3.941 || 4.29 ||
 * tetraethylene glycol || 112-60-7 || 7908 || C(COCCOCCOCCO)O || 0.49 || -0.423 || -0.31 || -3.297 || 3.495 ||
 * 1-pentanol || 71-41-0 || 6040 || CCCCCO || 0.448 || -1.071 || 0.13 || -3.919 || 4.162 ||
 * 2-pentanol || 6032-29-7 || 21011 || CCCC(C)O || 0.399 || -1.147 || 0.152 || -3.847 || 4.22 ||
 * 3-pentanol || 584-02-1 || 10947 || CCC(CC)O || 0.355 || -1.044 || 0.108 || -3.93 || 4.23 ||
 * 1-propanol || 71-23-8 || 1004 || CCCO || 0.378 || -0.953 || 0.276 || -3.795 || 4.038 ||
 * 2-propanol || 67-63-0 || 3644 || CC(C)O || 0.332 || -0.956 || 0.341 || -3.781 || 4.079 ||
 * 1-octanol || 111-87-5 || 932 || CCCCCCCCO || 0.461 || -1.066 || -0.057 || -4.141 || 4.204 ||
 * 2-aminoethanol || 141-43-5 || 13835336 || C(CO)N || 0.432 || -0.5 || 0.351 || -3.503 || 3.353 ||
 * ethylene glycol || 107-21-1 || 13835235 || C(CO)O || 0.493 || -0.451 || 0.375 || -2.968 || 2.936 ||
 * diethylene glycol || 111-46-6 || 13835180 || C(COCCO)O || 0.48 || -0.421 || -0.062 || -3.361 || 3.478 ||
 * trimethylene glycol || 504-63-2 || 13839553 || C(CO)CO || 0.434 || -0.627 || 0.236 || -3.726 || 3.6 ||
 * glycerol || 56-81-5 || 733 || C(C(CO)O)O || 0.405 || -0.43 || 0.076 || -3.421 || 3.476 ||
 * propylene glycol || 57-55-6 || 13835224 || CC(CO)O || 0.387 || -0.447 || 0.259 || -3.447 || 3.586 ||
 * methanol || 67-56-1 || 864 || CO || 0.286 || -0.631 || 0.312 || -3.417 || 3.572 ||
 * 2-methoxyethanol || 109-86-4 || 7728 || COCCO || 0.385 || -0.472 || 0.081 || -3.497 || 3.659 ||
 * furfuryl alcohol || 98-00-0 || 7083 || C1=COC(=C1)CO || 0.351 || -0.195 || -0.047 || -3.553 || 3.88 ||
 * acetic acid || 64-19-7 || 171 || CC(=O)O || 0.193 || 0.016 || -0.103 || -3.625 || 3.565 ||
 * m-cresol || 108-39-4 || 21105871 || CC1=CC(=CC=C1)O || 0.377 || -0.591 || -1.325 || -4.069 || 4.301 ||
 * phenol || 108-95-2 || 971 || C1=CC=C(C=C1)O || 0.342 || -0.551 || -1.337 || -4.003 || 4.324 ||
 * trifluoroacetic acid || 76-05-1 || 10239201 || C(=O)(C(F)(F)F)O || 0.127 || 0.009 || -0.675 || -2.89 || 3.397 ||
 * 2,2,2-trifluoroethanol || 75-89-8 || 21106169 || C(C(F)(F)F)O || 0.032 || -0.46 || -0.768 || -2.499 || 3.504 ||
 * formamide || 75-12-7 || 693 || C(=O)N || 0.138 || 0.23 || 0.437 || -3.584 || 2.893 ||
 * water || 7732-18-5 || 937 || O || 0.305 || -0.832 || -1.252 || -3.528 || 3.762 ||

Predicted Coefficients e_0, s_0, a_0, b_0, and v_0 for green solvents

 * solvent || CAS || CSID || SMILES || e_0 || s_0 || a_0 || b_0 || v_0 ||
 * Acetone || 67-64-1 || 175 || CC(=O)C || 0.252 || -0.063 || -0.389 || -4.721 || 4.092 ||
 * N,N-Dimethyloctanamide || 1118-92-9 || 13603 || CCCCCCCC(=O)N(C)C || 0.484 || -0.549 || -0.010 || -4.843 || 4.121 ||
 * Methyl 5-(dimethylamino) 2-methyl-oxopentanoate || 1174627-68-9 || 30991450 || CC(CCC(=O)N(C)C)C(=O)OC || 0.323 || -0.119 || -0.405 || -4.378 || 3.848 ||
 * 2-Pyrrolidone || 616-45-5 || 11530 || C1CC(=O)NC1 || 0.306 || 0.011 || 0.734 || -4.709 || 4.020 ||
 * Methyl palmitate || 112-39-0 || 7889 || CCCCCCCCCCCCCCCC(=O)OC || 0.611 || -0.890 || -1.127 || -4.578 || 4.076 ||
 * Acetyl tributyl citrate || 77-90-7 || 6259 || CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)OC(=O)C || 0.689 || -0.837 || -1.091 || -4.415 || 3.969 ||
 * Benzyl benzoate || 120-51-4 || 13856959 || C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2 || 0.483 || -0.550 || -1.155 || -4.526 || 4.072 ||
 * Butylacetate || 123-86-4 || 29012 || CCCCOC(=O)C || 0.321 || -0.434 || -0.803 || -4.887 || 4.298 ||
 * Butyl laurate || 106-18-3 || 54975 || CCCCCCCCCCCC(=O)OCCCC || 0.617 || -0.934 || -1.210 || -4.578 || 4.108 ||
 * 1,4-Cineol || 470-67-7 || 9702 || CC(C)C12CCC(O1)(CC2)C || 0.397 || -0.616 || -0.909 || -4.718 || 4.299 ||
 * 1,8-Cineol || 470-82-6 || 2656 || CC1(C2CCC(O1)(CC2)C)C || 0.393 || -0.581 || -0.921 || -4.723 || 4.316 ||
 * Cyclopentyl methyl ether || 5614-37-9 || 122157 || COC1CCCC1 || 0.385 || -0.387 || -0.654 || -4.717 || 4.470 ||
 * Dibutyl sebacate || 109-43-3 || 13837584 || CCCCOC(=O)CCCCCCCCC(=O)OCCCC || 0.680 || -0.892 || -1.239 || -4.329 || 3.976 ||
 * Diethyl adipate || 141-28-6 || 13835108 || CCOC(=O)CCCCC(=O)OCC || 0.359 || -0.384 || -0.954 || -4.515 || 4.025 ||
 * Diethyl glutarate || 818-38-2 || 12610 || CCOC(=O)CCCC(=O)OCC || 0.349 || -0.308 || -0.979 || -4.477 || 4.021 ||
 * Diethyl phthalate || 84-66-2 || 13837303 || CCOC(=O)C1=CC=CC=C1C(=O)OCC || 0.444 || -0.397 || -1.082 || -4.412 || 4.016 ||
 * Diethyl succinate || 123-25-1 || 13865630 || CCOC(=O)CCC(=O)OCC || 0.354 || -0.169 || -0.897 || -4.480 || 3.956 ||
 * Diisoamylsuccinate || 818-04-2 || 63149 || CC(C)CCOC(=O)CCC(=O)OCCC(C)C || 0.571 || -0.700 || -1.006 || -4.286 || 3.973 ||
 * Diisobutyl adipate || 141-04-8 || 8499 || CC(C)COC(=O)CCCCC(=O)OCC(C)C || 0.464 || -0.607 || -0.997 || -4.338 || 4.007 ||
 * Diisobutyl glutarate || 71195-64-7 || 104603 || CC(C)COC(=O)CCCC(=O)OCC(C)C || 0.481 || -0.543 || -1.019 || -4.301 || 4.000 ||
 * Diisobutyl succinate || 925-06-4 || 63400 || CC(C)COC(=O)CCC(=O)OCC(C)C || 0.424 || -0.430 || -1.007 || -4.326 || 3.982 ||
 * Diisooctylsuccinate || 2915-57-3 || 92957 || O=C(OCC(CC)CCCC)CCC(=O)OCC(CCCC)CC || 0.711 || -0.861 || -1.127 || -4.262 || 3.967 ||
 * Dimethyl adipate || 627-93-0 || 11824 || COC(=O)CCCCC(=O)OC || 0.345 || -0.156 || -0.875 || -4.446 || 3.878 ||
 * Dimethyl glutarate || 1119-40-0 || 13605 || COC(=O)CCCC(=O)OC || 0.342 || -0.099 || -0.855 || -4.422 || 3.849 ||
 * Dimethyl phthalate || 131-11-3 || 13837329 || COC(=O)C1=CC=CC=C1C(=O)OC || 0.411 || -0.189 || -1.005 || -4.385 || 3.940 ||
 * Dimethyl succinate || 106-65-0 || 13848341 || COC(=O)CCC(=O)OC || 0.337 || 0.063 || -0.704 || -4.430 || 3.830 ||
 * N,N-Dimethyldecanamide || 14433-76-2 || 24865 || CCCCCCCCCC(=O)N(C)C || 0.563 || -0.767 || -0.035 || -4.812 || 4.103 ||
 * Dimethyl isosorbide || 5306-85-4 || 56694 || CO[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2OC || 0.353 || -0.132 || -0.394 || -4.083 || 3.587 ||
 * Dioctylsuccinate || 14491-66-8 || 76204 || CCCCCCCCOC(=O)CCC(=O)OCCCCCCCC || 0.701 || -0.891 || -1.233 || -4.298 || 3.966 ||
 * 1,3-Dioxolane || 646-06-0 || 12066 || C1COCO1 || 0.311 || -0.233 || -0.305 || -4.661 || 4.029 ||
 * Ethyl acetate || 141-78-6 || 8525 || CCOC(=O)C || 0.262 || -0.298 || -0.700 || -4.868 || 4.252 ||
 * Ethyl laurate || 106-33-2 || 7512 || CCCCCCCCCCCC(=O)OCC || 0.590 || -0.902 || -1.133 || -4.660 || 4.124 ||
 * Ethyl linoleate || 544-35-4 || 4445379 || CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC || 0.531 || -0.837 || -1.094 || -4.519 || 4.129 ||
 * Ethyl linolenate || 1191-41-9 || 4899352 || CC\/C=C\/C\/C=C\/C\/C=C\/CCCCCCCC(=O)OCC || 0.535 || -0.838 || -1.100 || -4.522 || 4.135 ||
 * Ethyl myristate || 124-06-1 || 29023 || CCCCCCCCCCCCCC(=O)OCC || 0.601 || -0.934 || -1.168 || -4.585 || 4.116 ||
 * Geranyl acetate || 105-87-3 || 1266019 || CC(=CCC\/C(=C\/COC(=O)C)\/C)C || 0.517 || -0.799 || -1.124 || -4.625 || 4.128 ||
 * Glycerol triacetate || 102-76-1 || 13835706 || CC(=O)OCC(COC(=O)C)OC(=O)C || 0.325 || -0.139 || -0.913 || -4.381 || 3.893 ||
 * Glycerol-1,2,3-tributyl ether || 131570-29-1 || 14757523 || CCCCOCC(COCCCC)OCCCC || 0.542 || -0.934 || -0.994 || -4.257 || 4.082 ||
 * Glycerol-1,2,3-triethyl ether || 162614-45-1 || 477205 || CCOCC(COCC)OCC || 0.370 || -0.473 || -0.778 || -4.427 || 4.078 ||
 * Glycerol-1,2,3-trimethyl ether || 20637-49-4 || 28056 || COCC(COC)OC || 0.315 || -0.358 || -0.407 || -4.280 || 3.931 ||
 * Glycerol-1,3-Dibutyl ether || 2216-77-5 || 15806 || CCCCOCC(COCCCC)O || 0.423 || -0.658 || -0.583 || -3.592 || 4.001 ||
 * Isoamyle acetate || 123-92-2 || 29016 || CC(C)CCOC(=O)C || 0.310 || -0.358 || -0.830 || -4.754 || 4.262 ||
 * Isobutyl acetate || 110-19-0 || 7747 || CC(C)COC(=O)C || 0.251 || -0.237 || -0.798 || -4.771 || 4.249 ||
 * Isopropylacetate || 108-21-4 || 7627 || CC(C)OC(=O)C || 0.232 || -0.186 || -0.803 || -4.708 || 4.234 ||
 * Isopropyl myristate || 110-27-0 || 7751 || CCCCCCCCCCCCCC(=O)OC(C)C || 0.748 || -1.001 || -1.335 || -4.356 || 4.041 ||
 * Isosorbide dioctanoate || 64896-70-4 || 8676465 || CCCCCCCC(=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2OC(=O)CCCCCCC || 0.618 || -0.827 || -1.092 || -4.216 || 3.888 ||
 * Methyl abietate || 127-25-3 || 151113 || CC(C)C1=CC2=CC[C@@H]3[C@@]([C@H]2CC1)(CCC[C@@]3(C)C(=O)OC)C || 0.635 || -0.720 || -1.152 || -4.450 || 4.083 ||
 * Methyl acetate || 79-20-9 || 6335 || CC(=O)OC || 0.217 || -0.055 || -0.657 || -4.563 || 3.919 ||
 * Methyl laurate || 111-82-0 || 7847 || CCCCCCCCCCCC(=O)OC || 0.535 || -0.858 || -1.071 || -4.676 || 4.090 ||
 * Methyl linoleate || 112-63-0 || 4447491 || CCCCC\/C=C\\C\/C=C\\CCCCCCCC(=O)OC || 0.505 || -0.806 || -1.028 || -4.524 || 4.081 ||
 * Methyl linolenate || 301-00-8 || 4477947 || CC\/C=C\\C\/C=C\\C\/C=C\\CCCCCCCC(=O)OC || 0.510 || -0.794 || -1.023 || -4.523 || 4.097 ||
 * Methyl myristate || 124-10-7 || 29024 || CCCCCCCCCCCCCC(=O)OC || 0.583 || -0.885 || -1.110 || -4.645 || 4.078 ||
 * Methyl oleate || 112-62-9 || 4444205 || CCCCCCCC\/C=C\/CCCCCCCC(=O)OC || 0.572 || -0.852 || -1.072 || -4.523 || 4.078 ||
 * Glycerol-1-butyl monoether || 624-52-2 || 62564 || CCCCOC(CO)CO || 0.452 || -0.493 || -0.285 || -3.531 || 3.826 ||
 * Dimethyl 2-methylglutarate || 14035-94-0 || 105525 || CC(CCC(=O)OC)C(=O)OC || 0.344 || -0.144 || -0.783 || -4.365 || 3.879 ||
 * 2-Methyltetrahydrofuran || 96-47-9 || 7028 || CC1CCCO1 || 0.344 || -0.557 || -0.565 || -4.686 || 4.440 ||
 * Menthanyl acetate || 247-546-8 || 104829 || O=C(OC1(CCC(CC1)C(C)C)C)C || 0.568 || -0.685 || -1.121 || -4.472 || 4.094 ||
 * Menthyl acetate || 58985-18-5 || 6379 || O=C(OC(C)(C)C1CCC(CC1)C)C || 0.566 || -0.697 || -1.117 || -4.508 || 4.107 ||
 * n-Propyl acetate || 109-60-4 || 7706 || CCCOC(=O)C || 0.299 || -0.349 || -0.738 || -4.889 || 4.267 ||
 * Terpineol acetate || 8007-35-0 || 99681 || CC1=CCC(CC1)C(C)(C)OC(=O)C || 0.470 || -0.618 || -1.089 || -4.541 || 4.097 ||
 * Tributyl citrate || 77-94-1 || 6261 || CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)O || 0.572 || -0.723 || -0.887 || -3.892 || 3.961 ||
 * Triethyl citrate || 77-93-0 || 13850879 || CCOC(=O)CC(CC(=O)OCC)(C(=O)OCC)O || 0.379 || -0.317 || -0.618 || -3.835 || 3.826 ||
 * Isopropyl alcohol || 67-63-0 || 3644 || CC(C)O || 0.332 || -0.956 || 0.341 || -3.781 || 4.079 ||
 * Dimethyl sulfoxide || 67-68-5 || 659 || CS(=O)C || 0.304 || 0.375 || 0.599 || -4.534 || 3.542 ||
 * 2-Furfuraldehyde || 98-01-1 || 13863629 || C1=COC(=C1)C=O || 0.300 || 0.023 || -0.539 || -4.305 || 3.885 ||
 * Propylene carbonate || 108-32-7 || 7636 || CC1COC(=O)O1 || 0.223 || 0.302 || -1.030 || -4.388 || 3.577 ||
 * gamma-Valerolactone || 108-29-2 || 7633 || CC1CCC(=O)O1 || 0.293 || 0.151 || -0.795 || -4.521 || 3.957 ||
 * Oleic acid || 112-80-1 || 393217 || CCCCCCCC\/C=C\\CCCCCCCC(=O)O || 0.485 || -0.817 || -0.611 || -4.106 || 4.042 ||
 * Butyl myristate || 110-36-1 || 7756 || CCCCCCCCCCCCCC(=O)OCCCC || 0.635 || -0.922 || -1.210 || -4.541 || 4.108 ||
 * Butyl palmitate || 111-06-8 || 7799 || CCCCCCCCCCCCCCCC(=O)OCCCC || 0.623 || -0.917 || -1.210 || -4.541 || 4.106 ||
 * Butyl stearate || 123-95-5 || 29018 || CCCCCCCCCCCCCCCCCC(=O)OCCCC || 0.615 || -0.917 || -1.208 || -4.538 || 4.106 ||
 * Cyclohexane || 110-82-7 || 7787 || C1CCCCC1 || 0.663 || -1.478 || -3.524 || -4.880 || 4.653 ||
 * p-Cymene || 99-87-6 || 7183 || CC1=CC=C(C=C1)C(C)C || 0.564 || -1.163 || -3.112 || -4.797 || 4.526 ||
 * beta-Myrcene || 123-35-3 || 28993 || CC(=CCCC(=C)C=C)C || 0.572 || -1.421 || -3.173 || -4.904 || 4.599 ||
 * Decamethylcyclo-pentasiloxane || 541-02-6 || 10451 || C[Si]1(O[Si](O[Si](O[Si](O[Si](O1)(C)C)(C)C)(C)C)(C)C)C || 0.460 || -0.728 || -0.788 || -4.318 || 3.963 ||
 * Dipropyleneglycol || 110-98-5 || 30467 || CC(CO)OCC(C)O || 0.392 || -0.442 || -0.225 || -3.468 || 3.748 ||
 * Ethyl oleate || 111-62-6 || 4515636 || CCCCCCCC\/C=C\\CCCCCCCC(=O)OCC || 0.577 || -0.885 || -1.120 || -4.520 || 4.114 ||
 * Ethyl palmitate || 628-97-7 || 11860 || CCCCCCCCCCCCCCCC(=O)OCC || 0.630 || -0.922 || -1.179 || -4.544 || 4.111 ||
 * Isopropyl palmitate || 142-91-6 || 8567 || CCCCCCCCCCCCCCCC(=O)OC(C)C || 0.730 || -0.984 || -1.332 || -4.354 || 4.040 ||
 * d-Limonene || 5989-27-5 || 389747 || CC1=CC[C@@H](CC1)C(=C)C || 0.558 || -1.298 || -3.188 || -4.832 || 4.527 ||
 * Methyl stearate || 112-61-8 || 7909 || CCCCCCCCCCCCCCCCCC(=O)OC || 0.591 || -0.880 || -1.121 || -4.554 || 4.074 ||
 * Isododecane || 31807-55-3 || 21934 || CCCCCCCCCC(C)C || 0.631 || -1.656 || -3.473 || -4.842 || 4.548 ||
 * Perfluorooctane || 307-34-6 || 9018 || C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(C(C(C(F)(F)F)(F)F)(F)F)(F)F || 0.386 || -0.813 || -2.663 || -4.033 || 4.079 ||
 * alpha-Pinene || 80-56-8 || 6402 || CC1=CCC2CC1C2(C)C || 0.544 || -1.225 || -3.200 || -4.719 || 4.511 ||
 * beta-Pinene || 127-91-3 || 14198 || CC1(C2CCC(=C)C1C2)C || 0.543 || -1.245 || -3.217 || -4.723 || 4.511 ||
 * Terpinolene || 586-62-9 || 10979 || CC1=CCC(=C(C)C)CC1 || 0.544 || -1.209 || -3.212 || -4.860 || 4.535 ||
 * 3-Methoxy-3-methyl-1-butanol || 56539-66-3 || 55953 || CC(C)(CCO)OC || 0.310 || -0.637 || -0.200 || -3.916 || 4.002 ||
 * Benzyl alcohol || 100-51-6 || 13860335 || C1=CC=C(C=C1)CO || 0.365 || -0.399 || -0.381 || -3.949 || 4.143 ||
 * 1-Butanol || 71-36-3 || 258 || CCCCO || 0.396 || -0.986 || 0.145 || -3.914 || 4.127 ||
 * Cyclademol || 25225-09-6 || 82475 || CC(C1CCCC(C1)(C)C)O || 0.463 || -1.076 || -0.413 || -4.012 || 4.182 ||
 * 1-Decanol || 112-30-1 || 7882 || CCCCCCCCCCO || 0.526 || -1.176 || -0.101 || -4.133 || 4.188 ||
 * Dihydromyrcenol || 18479-58-8 || 27067 || CC(CCCC(C)(C)O)C=C || 0.479 || -1.150 || -0.458 || -4.025 || 4.272 ||
 * 1,3-Dioxolane-4-methanol || 5660-53-7 || 20317 || C1C(OCO1)CO || 0.404 || -0.250 || -0.108 || -3.641 || 3.528 ||
 * Ethanol || 64-17-5 || 682 || CCO || 0.378 || -0.906 || 0.337 || -3.574 || 3.819 ||
 * EthylHexyllactate || 6283-86-9 || 83979 || CCCCC(CC)COC(=O)C(C)O || 0.515 || -0.690 || -0.821 || -3.643 || 3.974 ||
 * Ethyl lactate || 97-64-3 || 13837423 || CCOC(=O)C(C)O || 0.242 || -0.026 || -0.412 || -3.575 || 3.868 ||
 * Geraniol || 106-24-1 || 13849989 || CC(=CCC\/C(=C\/CO)\/C)C || 0.435 || -0.953 || -0.428 || -4.113 || 4.238 ||
 * Glycerol-1,3-diethyl ether || 4043-59-8 || 70066 || CCOCC(COCC)O || 0.357 || -0.398 || -0.255 || -3.555 || 3.864 ||
 * Glycerol-1,2-dibutyl ether || 91337-36-9 || 30991449 || CCCCOCC(CO)OCCCC || 0.437 || -0.680 || -0.624 || -3.709 || 3.983 ||
 * Glycerol-1,2-diethyl ether || 4756-20-1 || 8139734 || CCOCC(CO)OCC || 0.361 || -0.415 || -0.244 || -3.663 || 3.932 ||
 * Glycerol-1,2-dimethyl ether || 40453-77-8 || 10178881 || COCC(CO)OC || 0.338 || -0.410 || -0.121 || -3.525 || 3.663 ||
 * Glycerol-1,3-dimethyl ether || 623-69-8 || 11690 || COCC(COC)O || 0.324 || -0.402 || -0.131 || -3.467 || 3.676 ||
 * Glycerol-1-ethyl monoether || 1874-62-0 || 85025 || CCOCC(CO)O || 0.424 || -0.380 || -0.172 || -3.432 || 3.583 ||
 * Glycerol-2-butyl monoether || 100078-36-2 || 62564 || OCC(OCCCC)CO || 0.452 || -0.493 || -0.285 || -3.531 || 3.826 ||
 * Glycerol-2-ethyl monoether || 22598-16-9 || 14160289 || CCOC(CO)CO || 0.435 || -0.400 || -0.151 || -3.430 || 3.579 ||
 * Glycofurol (n=2) || 52814-38-7 || 37039 || C1CC(OC1)COCCOCCO || 0.479 || -0.420 || -0.427 || -3.354 || 3.673 ||
 * N,N-Diethylolcapramide || 136-26-5 || 55035 || CCCCCCCCCC(=O)N(CCO)CCO || 0.485 || -0.640 || -0.330 || -3.718 || 3.857 ||
 * Caprylic acid diethanolamide || 3077-30-3 || 68969 || CCCCCCCC(=O)N(CCO)CCO || 0.476 || -0.532 || -0.279 || -3.717 || 3.864 ||
 * Isoamyl alcohol || 123-51-3 || 29000 || CC(C)CCO || 0.349 || -1.101 || 0.102 || -3.833 || 4.283 ||
 * Methyl ricinoleate || 141-24-2 || 4510369 || CCCCCC[C@H](C\/C=C\\CCCCCCCC(=O)OC)O || 0.578 || -0.808 || -0.890 || -3.915 || 3.979 ||
 * Menthanol || 498-81-7 || 9926 || OC(C)(C)C1CCC(C)CC1 || 0.485 || -1.103 || -0.435 || -4.031 || 4.184 ||
 * Nopol || 128-50-7 || 29138 || CC1(C2CC=C(C1C2)CCO)C || 0.365 || -0.784 || -0.385 || -4.026 || 4.112 ||
 * 1-Octanol || 111-87-5 || 932 || CCCCCCCCO || 0.461 || -1.066 || -0.057 || -4.141 || 4.204 ||
 * Oleyl alcohol || 143-28-2 || 4447562 || CCCCCCCC\/C=C\\CCCCCCCCO || 0.361 || -1.033 || -0.386 || -4.081 || 4.100 ||
 * PolyEthyleneGlycol 600 || 25322-68-3 || 78633 || C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO)O || 0.469 || -0.528 || -0.309 || -3.307 || 3.502 ||
 * Solketal || 100-79-8 || 7247 || CC1(OCC(O1)CO)C || 0.297 || -0.208 || -0.251 || -3.678 || 3.789 ||
 * Ricinoleic acid || 141-22-0 || 558800 || CCCCCC[C@H](C\/C=C\\CCCCCCCC(=O)O)O || 0.477 || -0.812 || -0.787 || -3.938 || 3.971 ||
 * alpha-Terpineol || 98-55-5 || 13850142 || CC1=CCC(CC1)C(C)(C)O || 0.410 || -0.853 || -0.527 || -4.003 || 4.172 ||
 * beta-Terpineol || 138-87-4 || 8418 || CC(=C)C1CCC(CC1)(C)O || 0.439 || -0.807 || -0.554 || -4.038 || 4.158 ||
 * Tetrahydrofurfurylic alcohol || 97-99-4 || 7082 || C1CC(OC1)CO || 0.433 || -0.365 || -0.168 || -3.544 || 3.857 ||
 * 1,3-Dioxan-5-ol || 4740-78-7 || 70840 || C1C(COCO1)O || 0.407 || -0.238 || -0.110 || -3.616 || 3.523 ||
 * 1,3-Dioxolane-4-methanol || 5464-28-8 || 20317 || C1C(OCO1)CO || 0.404 || -0.250 || -0.108 || -3.641 || 3.528 ||
 * Ethylene glycol || 107-21-1 || 13835235 || C(CO)O || 0.493 || -0.451 || 0.375 || -2.968 || 2.936 ||
 * beta-Farnesen || 18794-84-8 || 4476201 || CC(=CCC\/C(=C\\CCC(=C)C=C)\/C)C || 0.576 || -1.418 || -3.214 || -4.852 || 4.470 ||
 * Furfurylic alcohol || 98-00-0 || 7083 || C1=COC(=C1)CO || 0.351 || -0.195 || -0.047 || -3.553 || 3.880 ||
 * Glycerol || 56-81-5 || 733 || C(C(CO)O)O || 0.405 || -0.430 || 0.076 || -3.421 || 3.476 ||
 * Glycerol carbonate || 931-40-8 || 88417 || C1C(OC(=O)O1)CO || 0.282 || 0.082 || -0.587 || -3.530 || 3.529 ||
 * Glycerol-1-methyl monoether || 623-39-2 || 83791 || COCC(CO)O || 0.394 || -0.376 || -0.106 || -3.403 || 3.510 ||
 * Glycerol-2-methyl monoether || 761-06-8 || 9346023 || COC(CO)CO || 0.403 || -0.429 || -0.108 || -3.382 || 3.500 ||
 * 5-(Hydroxymethyl)furfural || 67-47-0 || 207215 || C1=C(OC(=C1)C=O)CO || 0.413 || 0.084 || -0.314 || -3.451 || 3.729 ||
 * 3-Hydroxypropionic acid || 503-66-2 || 61460 || C(CO)C(=O)O || 0.324 || -0.155 || -0.180 || -3.758 || 3.500 ||
 * PolyEthyleneGlycol 200 || 112-60-7 || 7908 || C(COCCOCCOCCO)O || 0.490 || -0.423 || -0.310 || -3.297 || 3.495 ||
 * 1,3-Propanediol || 504-63-2 || 13839553 || C(CO)CO || 0.434 || -0.627 || 0.236 || -3.726 || 3.600 ||
 * propylene glycol || 57-55-6 || 13835224 || CC(CO)O || 0.387 || -0.447 || 0.259 || -3.447 || 3.586 ||
 * Acetic acid || 64-19-7 || 171 || CC(=O)O || 0.193 || 0.016 || -0.103 || -3.625 || 3.565 ||
 * Propionic acid || 79-09-4 || 1005 || CCC(=O)O || 0.207 || -0.105 || -0.185 || -3.981 || 3.840 ||
 * Water || 7732-18-5 || 937 || O || 0.305 || -0.832 || -1.252 || -3.528 || 3.762 ||

Chemical Space
To explore the chemical space, each coefficient was multiplied by the average values for solute coefficients (E=0.884, S=0.996, A=0.174, B=0.487, V=1.299) from ADModel003. Then PCA was computed for (eE, sS, aA, bB, vV) using the following code : code setwd("C:/Dropbox/research/AbrahamSolventCoefficients/MakingCZero/SustainableSolvents") mydata = read.csv(file="SustainableSolventsPaperCompletePCA.csv",head=TRUE,row.names="Title") pc1 <- prcomp(mydata, scale. = T) x <- pc1$x summary(pc1)

[output] Importance of components: PC1   PC2    PC3     PC4     PC5 Standard deviation    1.6844 1.0788 0.7738 0.55322 0.30719 Proportion of Variance 0.5674 0.2328 0.1197 0.06121 0.01887 Cumulative Proportion 0.5674 0.8002 0.9199 0.98113 1.00000 [output]

write.csv(x, file = "PCA.csv") code The following image was generated using Tableau Public v8.2. Solvents with known (measured) coefficients are squares and solvents with ony predicted coefficients are circles. Green solvents are coloured green.



and zoomed in:
Lots of the green solvents around methyl palmitate seem to occupy a new region of the chemical space not covered by current solvents with measured coefficients. Similarly ethyl lactate and acetic acid seem to be possibly useful novel solvents with different solvation properties than those with measured coefficients. On the other hand, there are not many green solvent alternatives for classical solvents around p-xylene.

Alternative Solvents
We can use chemical space information to make general green solvent recommendations (as is done with GSK and others). For example the predicted solvent coefficients for propylene glycol (green) are 'close' to the experimental values for methanol.


 * propylene glycol || 57-55-6 || 13835224 || CC(CO)O || 0.387 || -0.447 || 0.259 || -3.447 || 3.586 ||
 * methanol || 67-56-1 || 864 || CO || 0.286 || -0.631 || 0.312 || -3.417 || 3.572 ||



This suggests that propylene glycol can used as a general substitute for methanol. To examine this we compare the solubility values of compounds that have values in both solvents. We do not expect to see exact agreement (as the coefficients are firstly predicted and secondly not identical) but we do see that solubility values are of the same order in most cases. The biggest discrepancy being for dimethyl fumerate. The measured solubility values are reported to be 0.182 M and 0.005 M for methanol and propylene glycol respectively. This is not something one would necessarily expect and the reported value or values may be incorrect. Substituting propylene glycol for methanol is just one of many recommendations that can be made using this technique.



Similarly, by measuring the difference between two solvent logP values (and using the compound-specific solute descriptors E,S,A,B,V) as follows:

d = logP_1 - logP_2 = logS_1 - logS_2 = (e_01-e_02)*E + (e_01-e_02)*S + (e_01-e_02)*A + (e_01-e_02)B + (e_01-e_02)*V

we get a good idea of pairs of solvents with similar solvation properties for specific individual compounds (the closer to zero, the better). By comparing classical (non-green) solvents with all green solvents, we can make recommended green solvent replacements for non-green solvents. As an example, we calculate recommended green solvent replacements for benzoic acid, see table below, using descriptors E=0.730, S=0.90, A=0.59, B=0.40, V=0.9317 (using d=0.01).[3] The recommendations make sense in general and several examples can be explicitly verified by comparing actual measured solubility values.[4]. Such a procedure can easily be done for other specific compounds with known or predicted Abraham descriptors to find alternative green solvents in varying specific circumstances (solubility, partition, etc). Note the solvents at the bottom with no green alternatives.
 * classic solvent || green || green || green || green || green ||
 * 1-propanol || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || 1,3-Dioxolane-4-methanol || glycerol || Cyclopentyl methyl ether || Glycerol-1,3-dimethyl ether || 2-Furfuraldehyde ||
 * acetylacetone || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || Caprylic acid diethanolamide || glycerol || Cyclopentyl methyl ether || Glycerol-1,3-dimethyl ether || 2-Furfuraldehyde ||
 * 3-methyl-2-butanone || 3-methyl-1-butanol || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || Caprylic acid diethanolamide || glycerol || Cyclopentyl methyl ether || 2-Furfuraldehyde ||
 * 2-methyl-2-propanol || 3-methyl-1-butanol || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || Caprylic acid diethanolamide || glycerol || Cyclopentyl methyl ether || 2-Furfuraldehyde ||
 * triethylene glycol || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || 1,3-Dioxolane-4-methanol || glycerol || Cyclopentyl methyl ether || Glycerol-1,3-dimethyl ether ||
 * diethylene glycol || Glycerol-1-ethyl monoether || Glycerol-2-ethyl monoether || 1,3-Dioxolane-4-methanol || glycerol || Cyclopentyl methyl ether || Glycerol-1,3-dimethyl ether ||
 * nitroethane || Ethyl laurate || Dibutyl sebacate || Butyl myristate || Butyl palmitate || Methyl laurate || Butyl stearate ||
 * methanol || ethanol || Solketal || Glycerol-1,3-diethyl ether || Glycerol-1,2-diethyl ether || Propionic acid ||
 * cyclohexanone || gamma-Valerolactone || N,N-Dimethyloctanamide || 3-Hydroxypropionic acid || trimethylene glycol || Glycerol-2-methyl monoether ||
 * 3-pentanol || gamma-Valerolactone || N,N-Dimethyloctanamide || 3-Hydroxypropionic acid || trimethylene glycol || Glycerol-2-methyl monoether ||
 * 4-picoline || ethanol/water(80:20)vol || Glycerol-1,2-dimethyl ether || Glycofurol (n=2) || Glycerol-1-methyl monoether || Glycerol carbonate ||
 * acetophenone || 1-octanol || ethyl acetate || Glycerol-1,2,3-trimethyl ether || PolyEthyleneGlycol 600 || Dimethyl isosorbide ||
 * 2-methyl-2-butanol || 3-methyl-1-butanol || Caprylic acid diethanolamide || glycerol || Cyclopentyl methyl ether || 2-Furfuraldehyde ||
 * DEGDME || butyl acetate || ethanol/water(60:40)vol || n-Propyl acetate || Isoamyle acetate ||
 * pyridine || gamma-Valerolactone || N,N-Dimethyloctanamide || trimethylene glycol || Glycerol-2-methyl monoether ||
 * 2-pentanol || gamma-Valerolactone || N,N-Dimethyloctanamide || trimethylene glycol || Glycerol-2-methyl monoether ||
 * 4-methyl-2-pentanone || 1-decanol || Isobutyl acetate || Nopol || Glycerol-1,2-dibutyl ether ||
 * pyrrolidine || Geraniol || beta-Terpineol || Dimethyl 2-methylglutarate || EthylHexyllactate ||
 * 2,6-dimethylpyridine || 1-octanol || ethyl acetate || Glycerol-1,2,3-trimethyl ether || Dimethyl isosorbide ||
 * trifluoroethanol || Methyl ricinoleate || 1,4-Cineol || Diethyl phthalate || Diisobutyl succinate ||
 * ethyl formate || Methyl ricinoleate || 1,4-Cineol || Diethyl phthalate || Diisobutyl succinate ||
 * sulfolane || ethylene glycol || ethanol/water(70:30)vol || Glycerol-1,3-Dibutyl ether || 2-Methyltetrahydrofuran ||
 * 1-hexanol || Dimethyl succinate || N,N-Diethylolcapramide || 3-Methoxy-3-methyl-1-butanol || 2-Methyltetrahydrofuran ||
 * piperidine || Oleic acid || Menthanol || Tributyl citrate ||
 * formamide || 1-decanol || Isobutyl acetate || Nopol ||
 * DEGDEE || 1-decanol || Isobutyl acetate || Nopol ||
 * 3,3-dimethyl-2-butanone || 1-octanol || ethyl acetate || N,N-Dimethyldecanamide ||
 * ethyl benzoate || Diethyl adipate || Diethyl phthalate || Diisobutyl succinate ||
 * dibenzyl ether || Diethyl adipate || Diethyl phthalate || Diisobutyl succinate ||
 * propionitrile || Methyl ricinoleate || 1,4-Cineol || Diisobutyl succinate ||
 * benzonitrile || Methyl ricinoleate || 1,4-Cineol || Diisobutyl succinate ||
 * diethylamine || Glycerol-1,2,3-triethyl ether || Dihydromyrcenol || Cyclademol ||
 * di-n-propyl ether || Glycerol-1,2,3-triethyl ether || Dihydromyrcenol || Cyclademol ||
 * quinoline || ethanol/water(60:40)vol || Geraniol || alpha-Terpineol ||
 * diethyl ether || Geraniol || EthylHexyllactate || alpha-Terpineol ||
 * 1-pentanol || 1-butanol || PolyEthyleneGlycol 200 || 1,3-Dioxolane ||
 * 2,4-dimethylpyridine || Glycerol-1,3-Dibutyl ether || Triethyl citrate ||
 * pentyl actetae || Oleic acid || Tributyl citrate ||
 * TEGDME || propylene carbonate || octadecanol ||
 * 2,4-dimethyl-3-pentanone || ethyl acetate || N,N-Dimethyldecanamide ||
 * diphenyl ether || Butyl laurate || Isopropyl palmitate ||
 * acetic anhydride || ethylene glycol || Glycerol-1,3-Dibutyl ether ||
 * 2-methyl-1-propanol || ethylene glycol || Glycerol-1,3-Dibutyl ether ||
 * 3-pentanone || methyl acetate || Glycerol-1,2-dibutyl ether ||
 * 2-aminoethanol || Glycofurol (n=2) || Glycerol-1-methyl monoether ||
 * methyl formate || Glycerol triacetate || Dimethyl phthalate ||
 * aniline || Glycerol triacetate || Dimethyl phthalate ||
 * 2,4,6-trimethylpyridine || Glycerol triacetate || Dimethyl phthalate ||
 * phenetole || Decamethylcyclo-pentasiloxane || Diisoamylsuccinate ||
 * methyl tert-butyl ether || Dimethyl glutarate || Diethyl succinate ||
 * methyl benzoate || 1,8-Cineol || Diethyl glutarate ||
 * diethyl carbonate || 1,8-Cineol || Diethyl glutarate ||
 * anisole || 1,8-Cineol || Diethyl glutarate ||
 * 1,2-dimethoxyethane || ethanol/water(60:40)vol || alpha-Terpineol ||
 * N-formylmorpholine || benzyl alcohol || acetic acid ||
 * 2,6-dimethyl-4-heptanone || Methyl ricinoleate || 1,4-Cineol ||
 * di-isopropyl ether || Triethyl citrate ||
 * 1-heptanol || Triethyl citrate ||
 * nitromethane || Ricinoleic acid ||
 * n-propylamine || Ricinoleic acid ||
 * carbon disulfide || p-Cymene ||
 * propyl formate || Menthanol ||
 * phenol || Menthanol ||
 * 1,1-dichloroethane || isopropyl myristate ||
 * undecane || Isododecane ||
 * nonane || Isododecane ||
 * heptane || Isododecane ||
 * ethyl propionate || Isobutyl acetate ||
 * 3-picoline || Glycerol-1-methyl monoether ||
 * morpholine || ethanol/water(90:10)vol ||
 * toluene || ethanol/water(20:80)vol ||
 * tetrachloroethylene || ethanol/water(20:80)vol ||
 * bromobenzene || ethanol/water(20:80)vol ||
 * triethylamine || Diisobutyl adipate ||
 * ethylenediamine || Diisobutyl adipate ||
 * 1,9-decadiene || beta-Myrcene ||
 * cyclohexanol || acetone ||
 * butanone || acetone ||
 * 2-butanol || acetone ||
 * N,N-dimethylaniline || 1,8-Cineol ||
 * butyronitrile || 1,4-Cineol ||
 * Z-1,2-dichloroethylene ||
 * trifluoroacetic acid ||
 * trichloroethylene ||
 * tributylamine ||
 * tributyl phosphate ||
 * THF ||
 * styrene ||
 * pentane ||
 * p-xylene ||
 * octane ||
 * o-xylene ||
 * o-dichlorobenzene ||
 * nitrobenzene ||
 * N,N-dimethylacetamide ||
 * N-methylpyrrolidinone ||
 * N-methylformamide ||
 * N-methylacetamide ||
 * N-methyl-2-piperidone ||
 * N-ethylformamide ||
 * N-ethylacetamide ||
 * n-butylamine ||
 * methylcyclohexane ||
 * mesitylene ||
 * m-xylene ||
 * m-dichlorobenzene ||
 * m-cresol ||
 * iodoethane ||
 * iodobenzene ||
 * HMPTA ||
 * hexane ||
 * hexadecane ||
 * fluorobenzene ||
 * ethylbenzene ||
 * DPMU ||
 * dodecane ||
 * DMF ||
 * DMEU ||
 * dimethylacetamide ||
 * diethylacetamide ||
 * dichloromethane ||
 * dibutylformamide ||
 * dibutyl ether ||
 * decane ||
 * cyclopentanone ||
 * cyclopentane ||
 * cyclohexene ||
 * cis-decaline ||
 * chloroform ||
 * chlorobenzene ||
 * carbon tetrachloride ||
 * bromoethane ||
 * benzene ||
 * benzaldehyde ||
 * acetonitrile ||
 * 2,2,4-trimethylpentane ||
 * 2-pentanone ||
 * 2-methoxyethanol ||
 * 2-chloropropane ||
 * 1,4-dioxane ||
 * 1,2-dichloroethane ||
 * 1,1,3,3-tetramethyl urea ||
 * 1,1,2,2-tetrachloroethane ||
 * 1,1,1-trichloroethane ||
 * 1,1-dichloroethylene ||
 * 1-hexadecene ||
 * 1-chloropropane ||
 * 1-chlorobutane ||
 * 1-bromobutane ||

Conclusion
Models for Abraham solvent coefficients were used to produce for 203 solvents with unknown solvent coefficients, 118 of which are "sustainable solvents." We then presented two techniques whereby sustainable solvents could be chosen as possible replacements for non-green solvents. First, generally, by proximity (and classification) within a chemical space created by principal component analysis; and second, specfically, for compounds with known (or predicted) Abraham coefficients. Benzoic acid was used as an example and predictions matched well with measurements.