Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
4-pyridone anion (in MeCN)![]() ![]() |
MeCN | N Param.: 20.22 sN Param.: 0.49 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
4-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.97 sN Param.: 0.62 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
4-nitrothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.92 sN Param.: 0.87 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-nitroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.43 sN Param.: 0.50 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-nitro-imidazole anion (in water)![]() ![]() |
water | N Param.: 11.37 sN Param.: 0.53 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-nitro-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.81 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-methylthiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.35 sN Param.: 0.69 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-methylpyridine (in H2O)![]() ![]() |
water | N Param.: 11.10 sN Param.: 0.75 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
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 | |
4-methyl-quinoline alias lepidine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.60 sN Param.: 0.62 | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | |
4-methyl-penta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 2.60 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide![]() ![]() |
dichloromethane | N Param.: 3.85 sN Param.: 0.84 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
4-methyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-methyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.79 sN Param.: 0.77 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
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 | |
4-methyl-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.73 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
4-methoxythiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.97 sN Param.: 0.68 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-methoxypyridine (in H2O)![]() ![]() |
water | N Param.: 11.44 sN Param.: 0.68 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxypyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxyperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.84 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-methoxyaniline (in water)![]() ![]() |
water | N Param.: 14.28 sN Param.: 0.68 | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | |
4-methoxyaniline (in MeCN)![]() ![]() |
MeCN | N Param.: 13.42 sN Param.: 0.73 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
4-methoxy-indole![]() ![]() |
MeCN | N Param.: 5.41 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
4-formyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.40 sN Param.: 0.67 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-fluoroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.99 sN Param.: 0.47 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-cyanophenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 3.57 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
4-chloropyridine (in H2O)![]() ![]() |
water | N Param.: 10.50 sN Param.: 0.73 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-chloropyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-chloroaniline (in MeCN)![]() ![]() |
MeCN | N Param.: 12.92 sN Param.: 0.60 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
4-bromothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.80 sN Param.: 0.78 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-aminopyridine (in H2O)![]() ![]() |
water | N Param.: 12.19 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-aminopyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-amino-3,5-dibromo-pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.11 sN Param.: 0.75 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-acetamido-pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.67 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
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 | |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)![]() ![]() |
dichloromethane | N Param.: -0.76 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.30 sN Param.: 0.86 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-(morpholino)pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.80 sN Param.: 0.63 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-(morpholino)pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.59 sN Param.: 0.69 | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 | |
4-(dimethylamino)pyridine (in THF)![]() ![]() |
THF | N Param.: 15.90 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | |
4-(dimethylamino)pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.51 sN Param.: 0.62 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-(dimethylamino)pyridine (in H2O)![]() ![]() |
water | N Param.: 13.19 sN Param.: 0.56 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.80 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMF)![]() ![]() |
DMF | N Param.: 14.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.80 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
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 | |
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine![]() ![]() |
dichloromethane | N Param.: 14.57 sN Param.: 0.75 | Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730 | |
4,5-dimethyl-2-vinyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -2.60 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |



















































