Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)![]() ![]() |
THF | N Param.: 26.16 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2024, , e202318283 10.1002/anie.202318283 |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.88 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-methyl uracil anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.36 sN Param.: 0.69 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
1-methyl uracil anion (in water)![]() ![]() |
water | N Param.: 8.54 sN Param.: 0.77 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD)![]() ![]() |
dichloromethane | N Param.: 14.43 sN Param.: 0.81 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.41 sN Param.: 0.61 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1-methyl-2-phenylpyrrolidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 16.80 sN Param.: 0.49 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
1-methyl-2-phenylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.70 sN Param.: 0.54 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
1-methyl-4-(N-morpholino)tetrahydropyridine![]() ![]() |
dichloromethane | N Param.: 12.03 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-methyl-4-vinyl-benzene![]() ![]() |
dichloromethane | N Param.: 1.70 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methyl-benzimidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 10.37 sN Param.: 0.82 | ![]() ![]() ![]() | 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 |
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-methylcyclohexene![]() ![]() |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methylcyclopentene![]() ![]() |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylsiletane![]() ![]() |
dichloromethane | N Param.: 2.30 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1-methylsilolane![]() ![]() |
dichloromethane | N Param.: 2.20 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1-phenoxy-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 8.23 sN Param.: 0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 6.22 sN Param.: 0.96 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.31 sN Param.: 0.67 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.90 sN Param.: 0.76 | ![]() ![]() | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 |
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)![]() ![]() |
MeCN | N Param.: 14.09 sN Param.: 0.66 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
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 |
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 |
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 |
10% water/90% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: 0.96 sN Param.: 0.93 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
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 |
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 |
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 |
10-methyl-9,10-dihydroacridine![]() ![]() |
dichloromethane | N Param.: 5.54 sN Param.: 0.90 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
10-methyl-9,10-dihydroacridine (in MeCN)![]() ![]() |
MeCN | N Param.: 4.00 sN Param.: 0.70 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1H-indole-5-carboxylic acid![]() ![]() |
MeCN | N Param.: 3.97 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2% water/98% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: -1.62 sN Param.: 1.10 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
2,2,2-trifluoroethanolate (in water)![]() ![]() |
water | N Param.: 12.66 sN Param.: 0.59 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
2,2,2-trifluoroethylamine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 10.20 sN Param.: 0.92 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
2,2,2-trifluoroethylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 12.15 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
2,2,2-trifluoroethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 12.02 sN Param.: 1.17 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
2,2-dimethylpyrrolidine![]() ![]() |
MeCN | N Param.: 13.96 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2,3,3-trimethyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine![]() ![]() |
dichloromethane | N Param.: 16.16 sN Param.: 0.75 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
2,3,4,6,7,8-hexahydropyrimido[2,1-b][1,3]thiazine![]() ![]() |
dichloromethane | N Param.: 14.10 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole (TBO)![]() ![]() |
dichloromethane | N Param.: 14.44 sN Param.: 0.79 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
2,3,5,6-tetrahydroimidazo[2,1-b]thiazole![]() ![]() |
dichloromethane | N Param.: 12.98 sN Param.: 0.81 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole![]() ![]() |
dichloromethane | N Param.: 13.42 sN Param.: 0.73 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2,3-dimethyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,3-dimethyl-buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 1.17 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |