Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)![]() ![]() |
MeCN | N Param.: 9.38 sN Param.: 0.71 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 7.74 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.06 sN Param.: 1.11 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 9.25 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2,7-dimethylocta-1,7-diene![]() ![]() |
dichloromethane | N Param.: 1.58 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2,6-dimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.69 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.87 sN Param.: 0.68 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylphenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.59 sN Param.: 0.87 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
2,6-dimethyl-hepta-1,6-diene![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2,5-dimethylpyrrole![]() ![]() |
MeCN | N Param.: 8.01 sN Param.: 0.96 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
2,5-dimethylindole![]() ![]() |
MeCN | N Param.: 7.22 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2,5-dimethyl-hexa-1,5-diene![]() ![]() |
dichloromethane | N Param.: 1.14 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 |
2,4-dimethylpyrrole![]() ![]() |
MeCN | N Param.: 10.67 sN Param.: 0.91 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
2,4-dimethyl-penta-1,4-diene![]() ![]() |
dichloromethane | N Param.: 0.54 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2,4-dimethyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.69 sN Param.: 0.60 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
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 |
2,4,6-trimethylstyrene![]() ![]() |
dichloromethane | N Param.: 0.68 sN Param.: 1.09 | ![]() ![]() ![]() | Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
2,4,6-trimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.39 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.34 sN Param.: 0.71 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,5-trimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -2.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2,4,5-trimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -3.00 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2,4,4-trimethyl-pent-1-ene![]() ![]() |
dichloromethane | N Param.: 0.79 sN Param.: 1.07 | ![]() ![]() ![]() ![]() ![]() | 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 |
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-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
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 |
2,3,5,6-tetrahydroimidazo[2,1-b]thiazole![]() ![]() |
dichloromethane | N Param.: 12.98 sN Param.: 0.81 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3,5,6-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 |
2,3,4,6,7,8-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 |
2,3,4,6,7,8-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 |
2,3,3-trimethyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,2-dimethylpyrrolidine![]() ![]() |
MeCN | N Param.: 13.96 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
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 |
2,2,2-trifluoroethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
2,2,2-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 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-trifluoroethanolate (in water)![]() ![]() |
water | N Param.: 12.66 sN Param.: 0.59 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
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 |
1H-indole-5-carboxylic acid![]() ![]() |
MeCN | N Param.: 3.97 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
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 |
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% 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% 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% 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% 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% 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% 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% 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 |
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 |