ONS Challenge

Optimal Solvent Prediction

Solvents have then been ranked by theoretical percent yield and the number of criteria met.
Criteria: lim. reactants (M) lim. product (M) bp °C
Options: washes (alters % yield)

all criteria mettwo criteria metone criterion metno criteria met
    
ranksolventAD model003AD measuredexperimentalBP °C % Yield SHE*
11,2-dichloroethane142.857**83.50 
21-chlorobutane142.857**78.203.8
31-propanol142.857**95.802.9
42,2,4-trimethylpentane142.857**98.80 
52-butanol142.857**96.60 
62-methyl-2-propanol142.857**84.60 
72-propanol142.857**73.00 
8acetone142.857**56.003.1
9acetonitrile142.857**63.504.6
10benzene142.857**78.804.2
11butanone142.857**75.603.4
12carbon disulfide142.857**46.20 
13carbon tetrachloride142.857**76.003.1
14chloroform142.857**61.203.9
15cyclohexane142.857**80.704.0
16dichloromethane142.857**39.603.6
17diethyl ether142.857**33.203.9
18diisopropyl ether142.857**68.30 
19ethanol142.857**78.202.5
20ethanol/water(10:90)vol142.857**78.10 
21ethanol/water(20:80)vol142.857**78.10 
22ethanol/water(30:70)vol142.857**78.10 
23ethanol/water(40:60)vol142.857**78.10 
24ethanol/water(50:50)vol142.857**78.10 
25ethanol/water(60:40)vol142.857**78.10 
26ethanol/water(70:30)vol142.857**78.10 
27ethanol/water(80:20)vol142.857**78.10 
28ethanol/water(90:10)vol142.857**78.10 
29ethyl acetate142.857**73.902.9
30fluorobenzene142.857**84.70 
31heptane142.857**98.803.8
32hexane142.857**68.504.1
33methanol142.857**64.702.6
34methyl acetate142.857**44.002.4
35methyl tert-butyl ether142.857**55.20 
36nitromethane142.857**85.10 
37pentane142.857**35.204.1
38THF142.857**68.303.8
39trifluoroethanol142.857**74.00 
40water1.000**100.00 
411,4-dioxane142.857**102.905.0
421-butanol142.857**117.703.0
431-decanol142.857**227.80 
441-heptanol142.857**176.90 
451-hexadecene142.857**285.00 
461-hexanol142.857**158.20 
471-octanol142.857**194.70 
481-pentanol142.857**138.50 
492-methyl-1-propanol142.857**105.00 
502-pentanol142.857**118.80 
513-methyl-1-butanol142.857**131.20 
52benzonitrile142.857**191.00 
53bromobenzene142.857**154.20 
54butyl acetate142.857**126.602.9
55chlorobenzene142.857**131.703.7
56cyclohexanone142.857**155.703.3
57decane142.857**174.90 
58dibutyl ether142.857**142.10 
59dibutylformamide142.857**246.70 
60diethylacetamide142.857**185.50 
61dimethylacetamide142.857**221.40 
62DMF142.857**153.003.7
63DMSO142.857**189.00 
64dodecane142.857**216.10 
65ethylbenzene142.857**136.00 
66ethylene glycol142.857**197.50 
67formamide142.857**210.50 
68hexadecane142.857**286.60 
69iodobenzene142.857**188.30 
70isopropyl myristate142.857**319.90 
71m-xylene142.857**138.50 
72methylcyclohexane142.857**101.10 
73N-ethylacetamide142.857**205.00 
74N-ethylformamide142.857**185.70 
75N-formylmorpholine142.857**236.50 
76N-methyl-2-piperidone142.857**227.80 
77N-methylacetamide142.857**206.00 
78N-methylformamide142.857**182.50 
79N-methylpyrrolidinone142.857**202.00 
80nitrobenzene142.857**210.803.9
81nonane142.857**151.70 
82o-xylene142.857**144.00 
83octadecanol142.857**333.00 
84octane142.857**126.40 
85p-xylene142.857**137.50 
86peanut oil142.857**225.00 
87propylene carbonate142.857**241.50 
88sulfolane142.857**285.00 
89toluene142.857**110.603.3
90tributyl phosphate142.857**288.30 
91undecane142.857**196.30 

! VCCLab Water Prediction Fail - Service Down. Model003 requires the predicted water solubility from VCC Labs.

ESABV
441.396
*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