Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
anion of malononitrile (in DMSO) | DMSO | N Param.: 19.36 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
anion of ethyl cyanoacetate (in DMSO) | DMSO | N Param.: 19.62 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
triphenylphosphane | dichloromethane | N Param.: 14.33 sN Param.: 0.65 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
anion of diethyl malonate (in DMSO) | DMSO | N Param.: 20.22 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
2-(bis(trimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.76 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
2-(bis(tert-butyldimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.23 sN Param.: 0.93 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester | dichloromethane | N Param.: 3.84 sN Param.: 0.87 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
1-ethinylcyclohexenyl-Co2(CO)6 | dichloromethane | N Param.: -0.44 sN Param.: 1.06 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 | dichloromethane | N Param.: -1.11 sN Param.: 0.92 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
cyclohepta-1,3,5-trienyl-Fe(CO)3 | dichloromethane | N Param.: 3.42 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
diazomethane | dichloromethane | N Param.: 10.48 sN Param.: 0.78 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
phenyldiazomethane | dichloromethane | N Param.: 9.35 sN Param.: 0.83 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
(trimethylsilyl)diazomethane | dichloromethane | N Param.: 8.97 sN Param.: 0.75 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diphenyldiazomethane | dichloromethane | N Param.: 5.29 sN Param.: 0.92 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
ethyl diazoacetate | dichloromethane | N Param.: 4.91 sN Param.: 0.95 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diazoacetone | dichloromethane | N Param.: 3.96 sN Param.: 0.91 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
tris(4-chlorophenyl)phosphane | dichloromethane | N Param.: 12.58 sN Param.: 0.65 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tris(4-methylphenyl)phosphane | dichloromethane | N Param.: 15.44 sN Param.: 0.64 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tris(4-methoxyphenyl)phosphane | dichloromethane | N Param.: 16.17 sN Param.: 0.62 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tris(4-dimethylaminophenyl)phosphane | dichloromethane | N Param.: 18.39 sN Param.: 0.64 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tricyclohexylphosphane | dichloromethane | N Param.: 14.64 sN Param.: 0.68 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tri-n-butylphosphane | dichloromethane | N Param.: 15.49 sN Param.: 0.69 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
triphenyl phosphite | dichloromethane | N Param.: 5.51 sN Param.: 0.76 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tributyl phosphite | dichloromethane | N Param.: 10.36 sN Param.: 0.70 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
anion of nitroethane (in DMSO) | DMSO | N Param.: 21.54 sN Param.: 0.62 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
cyclopentadiene | dichloromethane | N Param.: 2.30 sN Param.: 1.06 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
tetramethylethylene | dichloromethane | N Param.: -1.00 sN Param.: 1.40 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
anion of Meldrum's acid (in water) | water | N Param.: 12.06 sN Param.: 0.66 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of dimedone (in water) | water | N Param.: 11.77 sN Param.: 0.63 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of acetylacetone (in water) | water | N Param.: 13.73 sN Param.: 0.64 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of ethyl acetylacetate (in water) | water | N Param.: 15.99 sN Param.: 0.62 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of malononitrile (in water) | water | N Param.: 19.50 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of ethyl cyanoacetate (in water) | water | N Param.: 15.57 sN Param.: 0.58 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of diethyl malonate (in water) | water | N Param.: 16.15 sN Param.: 0.66 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of diethyl methylmalonate (in DMSO) | DMSO | N Param.: 21.13 sN Param.: 0.68 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of 3-methyl acetylacetone (in DMSO) | DMSO | N Param.: 18.38 sN Param.: 0.72 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of 3-methyl acetylacetone (in water) | water | N Param.: 14.33 sN Param.: 0.69 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
10% water/90% acetone (v/v) | water-acetone mix | N Param.: 5.70 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 10.1002/anie.200353468 | |
20% water/80% acetone (v/v) | water-acetone mix | N Param.: 5.77 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 10.1002/anie.200353468 | |
91% water/9% MeCN (v/v) | water-MeCN mix | N Param.: 5.16 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20% MeCN (v/v) | water-MeCN mix | N Param.: 5.04 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% water/33% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
33% water/67% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% water/90% MeCN (v/v) | water-MeCN mix | N Param.: 4.56 sN Param.: 0.94 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
trifluoroethanol | TFE | N Param.: 1.11 sN Param.: 0.96 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
10% water/90%TFE (v/v) | water-TFE mix | N Param.: 2.93 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80%TFE (v/v) | water-TFE mix | N Param.: 3.20 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
40% water/60%TFE (v/v) | water-TFE mix | N Param.: 3.42 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50%TFE (v/v) | water-TFE mix | N Param.: 3.57 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
60% water/40%TFE (v/v) | water-TFE mix | N Param.: 3.77 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20%TFE (v/v) | water-TFE mix | N Param.: 4.78 sN Param.: 0.83 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
90% water/10%TFE (v/v) | water-TFE mix | N Param.: 5.04 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
methanol | MeOH | N Param.: 7.54 sN Param.: 0.92 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
ethanol | EtOH | N Param.: 7.44 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% water/90%EtOH (v/v) | water-EtOH mix | N Param.: 7.03 sN Param.: 0.86 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80%EtOH (v/v) | water-EtOH mix | N Param.: 6.68 sN Param.: 0.85 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
40% water/60%EtOH (v/v) | water-EtOH mix | N Param.: 6.28 sN Param.: 0.87 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50%EtOH (v/v) | water-EtOH mix | N Param.: 5.96 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
60% water/40%EtOH (v/v) | water-EtOH mix | N Param.: 5.81 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20%EtOH (v/v) | water-EtOH mix | N Param.: 5.54 sN Param.: 0.94 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
90% water/10%EtOH (v/v) | water-EtOH mix | N Param.: 5.38 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
91% ethanol/9% MeCN (v/v) | EtOH-MeCN mix | N Param.: 7.10 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% ethanol/20% MeCN (v/v) | EtOH-MeCN mix | N Param.: 6.94 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% ethanol/33% MeCN (v/v) | EtOH-MeCN mix | N Param.: 6.74 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% ethanol/50% MeCN (v/v) | EtOH-MeCN mix | N Param.: 6.37 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
33% ethanol/67% MeCN (v/v) | EtOH-MeCN mix | N Param.: 6.06 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% ethanol/80% MeCN (v/v) | EtOH-MeCN mix | N Param.: 5.77 sN Param.: 0.92 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% ethanol/90% MeCN (v/v) | EtOH-MeCN mix | N Param.: 5.19 sN Param.: 0.96 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
91% methanol/9% MeCN (v/v) | MeOH-MeCN mix | N Param.: 7.45 sN Param.: 0.87 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% methanol/20% MeCN (v/v) | MeOH-MeCN mix | N Param.: 7.20 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% methanol/33% MeCN (v/v) | MeOH-MeCN mix | N Param.: 7.01 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% methanol/50% MeCN (v/v) | MeOH-MeCN mix | N Param.: 6.67 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
33% methanol/67% MeCN (v/v) | MeOH-MeCN mix | N Param.: 6.38 sN Param.: 0.92 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% methanol/80% MeCN (v/v) | MeOH-MeCN mix | N Param.: 6.04 sN Param.: 0.94 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% methanol/90% MeCN (v/v) | MeOH-MeCN mix | N Param.: 5.55 sN Param.: 0.97 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
1,1-diethoxyethene | dichloromethane | N Param.: 9.81 sN Param.: 0.81 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran | dichloromethane | N Param.: 11.50 sN Param.: 0.91 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
anion of nitroethane (in water) | water | N Param.: 11.25 sN Param.: 0.52 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of nitromethane (in water) | water | N Param.: 12.06 sN Param.: 0.53 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of nitromethane (in DMSO) | DMSO | N Param.: 20.71 sN Param.: 0.60 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of 2-nitropropane (in DMSO) | DMSO | N Param.: 20.61 sN Param.: 0.69 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of 2-nitropropane (in water) | water | N Param.: 10.69 sN Param.: 0.56 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of phenylnitromethane (in H2O) | water | N Param.: 12.05 sN Param.: 0.53 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of phenylnitromethane (in DMSO) | DMSO | N Param.: 18.29 sN Param.: 0.71 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of p-tolylnitromethane (in water) | water | N Param.: 13.09 sN Param.: 0.50 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of p-tolylnitromethane (in DMSO) | DMSO | N Param.: 18.31 sN Param.: 0.76 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-nitrophenyl)nitromethane (in water) | water | N Param.: 13.58 sN Param.: 0.52 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-nitrophenyl)nitromethane (in DMSO) | DMSO | N Param.: 16.29 sN Param.: 0.75 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (3-nitrophenyl)nitromethane (in water) | water | N Param.: 14.25 sN Param.: 0.46 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (3-nitrophenyl)nitromethane (in DMSO) | DMSO | N Param.: 18.06 sN Param.: 0.71 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-cyanophenyl)nitromethane (in water) | water | N Param.: 13.23 sN Param.: 0.52 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-cyanophenyl)nitromethane (in DMSO) | DMSO | N Param.: 16.96 sN Param.: 0.73 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
cyanide (in MeCN) | MeCN | N Param.: 16.27 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 | |
2,4,6-trimethylstyrene | dichloromethane | N Param.: 0.68 sN Param.: 1.09 | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
thiocyanate (in MeCN) | MeCN | N Param.: 17.94 sN Param.: 0.60 | J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u | |
chloride (in 20% aq MeCN) | water-MeCN mix | N Param.: 11.31 sN Param.: 0.58 | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n | |
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran | dichloromethane | N Param.: 8.16 sN Param.: 0.67 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
5-(triphenylsiloxy)-2,3-dihydrofuran | dichloromethane | N Param.: 11.28 sN Param.: 0.91 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |