Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2-pyridone anion (in MeCN)![]() ![]() |
MeCN | N Param.: 20.11 sN Param.: 0.57 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
2-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 19.91 sN Param.: 0.60 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
2-propyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -1.06 sN Param.: 0.81 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-phenylperoxyacetate (in H2O)![]() ![]() |
water | N Param.: 15.63 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
2-phenylethylamine (in water)![]() ![]() |
water | N Param.: 13.40 sN Param.: 0.57 | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | |
2-phenyldioxolane![]() ![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-phenyl-allyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 5.38 sN Param.: 0.89 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: 1.33 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.31 sN Param.: 0.77 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.62 sN Param.: 0.72 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
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-PhCH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 27.54 sN Param.: 0.57 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.38 sN Param.: 0.50 | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.46 sN Param.: 0.58 | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | |
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.24 sN Param.: 0.60 | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | |
2-methylthiophene![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2-methylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.78 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-methylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.98 sN Param.: 0.66 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
2-methylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.52 sN Param.: 0.78 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
2-methylpropene (isobutylene)![]() ![]() |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methylindole![]() ![]() |
MeCN | N Param.: 6.91 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
2-methylfuran![]() ![]() |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methyl-pent-1-ene![]() ![]() |
dichloromethane | N Param.: 0.84 sN Param.: 1.06 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2-methyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.03 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-methyl-imidazole (in water)![]() ![]() |
water | N Param.: 9.45 sN Param.: 0.54 | 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-buta-1,3-diene (isoprene)![]() ![]() |
dichloromethane | N Param.: 1.10 sN Param.: 0.98 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methyl-but-2-ene![]() ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 1.00 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.02 sN Param.: 0.85 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-4,5-dihydrothiazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.20 sN Param.: 0.71 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.12 sN Param.: 0.69 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.92 sN Param.: 0.77 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.81 sN Param.: 0.77 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-1-(trimethylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.43 sN Param.: 0.79 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.58 sN Param.: 0.79 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.21 sN Param.: 0.69 | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | |
2-methyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -3.30 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)![]() ![]() |
DMSO | N Param.: 17.36 sN Param.: 0.71 | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | |
2-Me super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 16.65 sN Param.: 0.58 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)![]() ![]() |
dichloromethane | N Param.: -4.10 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-formyl-imidazole anion (in water)![]() ![]() |
water | N Param.: 11.07 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-formyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.06 sN Param.: 0.68 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.03 sN Param.: 0.58 | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | |
2-ethyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -2.90 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.71 sN Param.: 0.37 | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | |
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 18.81 sN Param.: 0.59 | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |



















































