Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
serine (anionic, in water)![]() ![]() |
water | N Param.: 13.16 sN Param.: 0.55 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
threonine (anionic, in water)![]() ![]() |
water | N Param.: 12.69 sN Param.: 0.60 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
asparagine (anionic, in water)![]() ![]() |
water | N Param.: 13.03 sN Param.: 0.53 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamine (anionic, in water)![]() ![]() |
water | N Param.: 13.45 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
arginine (betaine, in water)![]() ![]() |
water | N Param.: 12.96 sN Param.: 0.57 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
histidine (anionic, in water)![]() ![]() |
water | N Param.: 13.83 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
aspartate (dianionic, in water)![]() ![]() |
water | N Param.: 13.81 sN Param.: 0.53 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamate (dianionic, in water)![]() ![]() |
water | N Param.: 13.96 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
cysteine (dianionic, in water, S-nucleophile!)![]() ![]() |
water | N Param.: 23.43 sN Param.: 0.42 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
methionine (anionic, in water)![]() ![]() |
water | N Param.: 13.16 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
beta-alanine (anionic, in water)![]() ![]() |
water | N Param.: 13.26 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
gamma-aminobutyric acid (anionic, in water)![]() ![]() |
water | N Param.: 13.55 sN Param.: 0.56 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.91 sN Param.: 0.59 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.26 sN Param.: 0.63 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO)![]() ![]() |
DMSO | N Param.: 18.50 sN Param.: 0.75 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)![]() ![]() |
DMSO | N Param.: 22.60 sN Param.: 0.57 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO)![]() ![]() |
DMSO | N Param.: 24.30 sN Param.: 0.51 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.47 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in water)![]() ![]() |
water | N Param.: 9.63 sN Param.: 0.57 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.90 sN Param.: 0.73 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-imidazole (in water)![]() ![]() |
water | N Param.: 9.91 sN Param.: 0.55 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-phenyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.31 sN Param.: 0.67 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.74 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-imidazole (in water)![]() ![]() |
water | N Param.: 9.45 sN Param.: 0.54 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
4-methyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.79 sN Param.: 0.77 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2,4-dimethyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.51 sN Param.: 0.84 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-(trimethylsilyl)-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.43 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.50 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzimidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 10.37 sN Param.: 0.82 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.02 sN Param.: 0.85 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.69 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2,5-dimethyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.21 sN Param.: 0.85 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5,6-dimethyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.08 sN Param.: 0.71 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5-methoxy-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.00 sN Param.: 0.71 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
benzotriazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.69 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzotriazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.77 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
thioacetate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.20 sN Param.: 0.63 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
O-ethyl dithiocarbonate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.30 sN Param.: 0.69 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
O-isopropyl dithiocarbonate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.27 sN Param.: 0.78 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
N,N-dimethyl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.93 sN Param.: 0.69 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
pyrrolidin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 22.40 sN Param.: 0.63 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
piperidin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 23.84 sN Param.: 0.57 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
4-methylpiperazin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 23.61 sN Param.: 0.57 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
morpholin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.72 sN Param.: 0.64 | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | |
cyanoborate ion (in water)![]() ![]() |
water | N Param.: 9.99 sN Param.: 0.54 | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F | |
cysteine (dianionic, in water)![]() ![]() |
water | N Param.: 23.43 sN Param.: 0.42 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
NADPH (in water)![]() ![]() |
water | N Param.: 10.68 sN Param.: 0.54 | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F | |
NADH (in water)![]() ![]() |
water | N Param.: 10.37 sN Param.: 0.54 | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F | |
allyltris(trimethylsilyl)silane![]() ![]() |
dichloromethane | N Param.: 1.95 sN Param.: 0.98 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |



















































