Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(Z)-phenylpropene   |
dichloromethane | N Param.: -1.07 sN Param.: 1.10 |
 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentene  |
dichloromethane | N Param.: -1.55 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
norbornene  |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(1S)-(-)-alpha-pinene  |
dichloromethane | N Param.: 0.68 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-methylcyclopentene  |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(E)-but-2-ene  |
dichloromethane | N Param.: -2.45 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
ethyl-vinylether  |
dichloromethane | N Param.: 3.92 sN Param.: 0.90 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
isobutylenyl-ethylether  |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 |
|
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 diethyl methylmalonate (in water)  |
water | N Param.: 17.68 sN Param.: 0.50 |
|
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 |
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 |
1-butoxy-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 10.21 sN Param.: 0.82 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene  |
dichloromethane | N Param.: 10.32 sN Param.: 0.79 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1,1-bis(trimethylsiloxy)propene  |
dichloromethane | N Param.: 10.38 sN Param.: 0.87 |
|
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 |
thiocyanate (in MeCN)  |
MeCN | N Param.: 12.13 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u |
chloride (in MeOH)  |
MeOH | N Param.: 12.90 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 50/50 MeOH/MeCN)  |
MeOH-MeCN mix | N Param.: 14.10 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in EtOH)  |
EtOH | N Param.: 14.70 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 80% aq EtOH)  |
water-EtOH mix | N Param.: 13.00 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 50% aq EtOH)  |
water-EtOH mix | N Param.: 11.80 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in H2O)  |
water | N Param.: 10.10 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
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 |
chloride (in 40% aq MeCN)  |
water-MeCN mix | N Param.: 11.30 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 50% aq MeCN)  |
water-MeCN mix | N Param.: 12.00 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 60% aq MeCN)  |
water-MeCN mix | N Param.: 12.00 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in 80% aq MeCN)  |
water-MeCN mix | N Param.: 13.30 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in MeCN)  |
MeCN | N Param.: 17.20 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in CF3CH2OH)  |
TFE | N Param.: 10.30 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
chloride (in hexafluoroisopropanol)  |
HFIP | N Param.: 8.00 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
bromide (in 80% aq EtOH)  |
water-EtOH mix | N Param.: 14.50 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
bromide (in 50% aq EtOH)  |
water-EtOH mix | N Param.: 13.60 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
bromide (in H2O)  |
water | N Param.: 11.70 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
bromide (in 20% aq MeCN)  |
water-MeCN mix | N Param.: 12.20 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |