Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.28 sN Param.: 0.65 | ![]() ![]() ![]() | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of nitroethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.41 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
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 |
anion of nitroethane (in DMSO)![]() ![]() |
DMSO | N Param.: 21.54 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
anion of nitroethane (in water)![]() ![]() |
water | N Param.: 11.25 sN Param.: 0.52 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.02 sN Param.: 0.61 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of nitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 20.71 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in water)![]() ![]() |
water | N Param.: 12.06 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.58 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of p-tolylnitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 18.31 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in water)![]() ![]() |
water | N Param.: 13.09 sN Param.: 0.50 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 12.51 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of phenylnitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 18.29 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in H2O)![]() ![]() |
water | N Param.: 12.05 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of triethyl methanetricarboxylate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.33 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anisole![]() ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
arginine (betaine, in water)![]() ![]() |
water | N Param.: 12.96 sN Param.: 0.57 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
asparagine (anionic, in water)![]() ![]() |
water | N Param.: 13.03 sN Param.: 0.53 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
aspartate (dianionic, in water)![]() ![]() |
water | N Param.: 13.81 sN Param.: 0.53 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
azide ion (in 45M55AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 15.01 sN Param.: 0.80 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 91E9AN)![]() ![]() |
EtOH-MeCN mix | N Param.: 16.30 sN Param.: 0.73 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 91iPr9AN)![]() ![]() |
iPrOH-MeCN mix | N Param.: 17.07 sN Param.: 0.71 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.54 sN Param.: 0.82 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 91nPr9AN)![]() ![]() |
nPrOH-MeCN mix | N Param.: 16.70 sN Param.: 0.73 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.50 sN Param.: 0.59 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azulene![]() ![]() |
MeCN | N Param.: 6.66 sN Param.: 1.02 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 |
barbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.59 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.50 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
benzimidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 19.13 sN Param.: 0.55 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
benzoate (in 90AN10W)![]() ![]() |
aq MeCN | N Param.: 11.30 sN Param.: 0.72 | ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
benzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.82 sN Param.: 0.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
benzoate (inMeCN)![]() ![]() |
MeCN | N Param.: 16.45 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 |
benzohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 12.49 sN Param.: 0.66 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
benzotriazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.69 sN Param.: 0.76 | ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
benzotriazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.29 sN Param.: 0.65 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
benzotriazole anion (in water)![]() ![]() |
water | N Param.: 11.52 sN Param.: 0.67 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
benzyl (1-phenylvinyl)carbamate![]() ![]() |
MeCN | N Param.: 6.21 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
benzyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.90 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
benzylamine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.46 sN Param.: 0.62 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
benzylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
benzylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.29 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
benzylamine (in water)![]() ![]() |
water | N Param.: 13.44 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
benzyldimethylsilane![]() ![]() |
dichloromethane | N Param.: 2.78 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
beta-(trimethylsilyl)styrene![]() ![]() |
dichloromethane | N Param.: -0.43 sN Param.: 1.06 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
beta-alanine (anionic, in water)![]() ![]() |
water | N Param.: 13.26 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
beta-piperidinium-peroxypropionate![]() ![]() |
water | N Param.: 13.94 sN Param.: 0.62 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN)![]() ![]() |
MeCN | N Param.: -4.20 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-methoxyphenyl)methane (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: -2.11 sN Param.: 0.98 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
bis(4-methoxyphenyl)phenylmethane (in MeCN)![]() ![]() |
MeCN | N Param.: -7.00 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |