Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
tetrahydrothiophene (in MeCN)![]() ![]() |
MeCN | N Param.: 13.30 sN Param.: 0.72 | ![]() | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 |
tetrahydrothiopyran (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.94 sN Param.: 0.75 | ![]() ![]() | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 |
4-pyrrolidinopyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.99 sN Param.: 0.69 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 9.23 sN Param.: 0.74 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 8.12 sN Param.: 0.88 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)![]() ![]() |
MeCN | N Param.: 7.79 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 9.64 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 0.73 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 8.30 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)![]() ![]() |
MeCN | N Param.: 7.10 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)![]() ![]() |
MeCN | N Param.: 6.49 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 8.13 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.99 sN Param.: 0.98 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
anion of nitroethane (in DMF)![]() ![]() |
DMF | N Param.: 22.21 sN Param.: 0.48 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
chloro(phenylsulfonyl)methanide (in DMF)![]() ![]() |
DMF | N Param.: 26.64 sN Param.: 0.64 | ![]() | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
DBU (in MeCN)![]() ![]() |
MeCN | N Param.: 15.29 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a |
DBN (in MeCN)![]() ![]() |
MeCN | N Param.: 16.28 sN Param.: 0.67 | ![]() ![]() ![]() | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a |
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-((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-phenyl-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 9.72 sN Param.: 0.72 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
2-(p-anisyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.01 sN Param.: 0.72 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
2-(p-tolyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.14 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
1-(trimethylsiloxy)cyclopentene (in MeCN)![]() ![]() |
MeCN | N Param.: 6.43 sN Param.: 0.89 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
91% n-propanol/9% MeCN (v/v)![]() ![]() |
nPrOH-MeCN mix | N Param.: 7.05 sN Param.: 0.80 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
91% propan-2-ol/9% MeCN (v/v)![]() ![]() |
iPrOH-MeCN mix | N Param.: 6.49 sN Param.: 0.96 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanolate (in methanol)![]() ![]() |
MeOH | N Param.: 15.78 sN Param.: 0.56 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
ethanolate (in ethanol)![]() ![]() |
EtOH | N Param.: 15.78 sN Param.: 0.65 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
n-propanolate (in propan-1-ol)![]() ![]() |
nPrOH | N Param.: 16.03 sN Param.: 0.70 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanolate (in propan-2-ol)![]() ![]() |
iPrOH | N Param.: 17.03 sN Param.: 0.63 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanolate (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.51 sN Param.: 0.68 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
ethanolate (in 91E9AN)![]() ![]() |
EtOH-MeCN mix | N Param.: 16.08 sN Param.: 0.62 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
n-propanolate (in 91nPr9AN)![]() ![]() |
nPrOH-MeCN mix | N Param.: 16.73 sN Param.: 0.63 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanolate (in 91iPr9AN)![]() ![]() |
iPrOH-MeCN mix | N Param.: 17.71 sN Param.: 0.58 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.86 sN Param.: 0.73 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
ethanol (in MeCN)![]() ![]() |
MeCN | N Param.: 7.13 sN Param.: 0.71 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
isopropanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.82 sN Param.: 0.70 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
tert-butanol (in MeCN)![]() ![]() |
MeCN | N Param.: 5.35 sN Param.: 0.72 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
water (in MeCN)![]() ![]() |
MeCN | N Param.: 5.79 sN Param.: 0.72 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
bis(4-nitrophenyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.92 sN Param.: 0.67 | ![]() ![]() ![]() | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.83 sN Param.: 0.80 | ![]() ![]() ![]() | ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...] |
phenylacetylene![]() ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
anion of Meldrums acid (in DMSO)![]() ![]() |
DMSO | N Param.: 13.91 sN Param.: 0.86 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of dimedone (in DMSO)![]() ![]() |
DMSO | N Param.: 16.27 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of acetylacetone (in DMSO)![]() ![]() |
DMSO | N Param.: 17.64 sN Param.: 0.73 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.82 sN Param.: 0.69 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.62 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.22 sN Param.: 0.65 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
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 |