Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(R)-2-(tert-butyl)-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine![]() ![]() |
dichloromethane | N Param.: 12.95 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
fluoride (in MeOH)![]() ![]() |
MeOH | N Param.: 11.31 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 80% aq EtOH)![]() ![]() |
water-EtOH mix | N Param.: 13.20 sN Param.: 0.53 | ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in water)![]() ![]() |
water | N Param.: 7.70 sN Param.: 0.66 | ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 10 % aq MeCN)![]() ![]() |
water-MeCN mix | N Param.: 8.05 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 60% aq MeCN)![]() ![]() |
water-MeCN mix | N Param.: 9.75 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 80% aq MeCN)![]() ![]() |
water-MeCN mix | N Param.: 11.40 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 90% aq MeCN)![]() ![]() |
water-MeCN mix | N Param.: 12.27 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
fluoride (in 98% aq MeCN)![]() ![]() |
water-MeCN mix | N Param.: 10.88 sN Param.: 0.83 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
hydrazine (in water)![]() ![]() |
water | N Param.: 13.46 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylhydrazine (in water)![]() ![]() |
water | N Param.: 17.23 sN Param.: 0.45 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.73 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
1,2-dimethylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.15 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
formohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 10.35 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
N',N'-dimethylformohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 15.69 sN Param.: 0.51 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
tert-butyl hydrazinecarboxylate (in MeCN)![]() ![]() |
MeCN | N Param.: 11.40 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
benzohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 12.49 sN Param.: 0.66 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
hydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
N-methylhydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.10 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
ammonia (in MeCN)![]() ![]() |
MeCN | N Param.: 11.39 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.19 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
dimethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.96 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
trimethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 23.05 sN Param.: 0.45 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
chloro(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 28.27 sN Param.: 0.42 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
bromo(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 23.90 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 25.59 sN Param.: 0.51 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 24.88 sN Param.: 0.49 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.90 sN Param.: 0.45 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
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 |
1,3-dimethylbarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.46 sN Param.: 0.72 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
2-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.24 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
1,3-diethyl-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.90 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
p-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.32 sN Param.: 0.77 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-nitrophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 15.14 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-nitrophenolate (in DMF)![]() ![]() |
DMF | N Param.: 15.05 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.48 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-nitrophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 15.83 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-nitrophenolate (in DMF)![]() ![]() |
DMF | N Param.: 16.65 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 25.51 sN Param.: 0.43 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.41 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.78 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.58 sN Param.: 0.59 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMF)![]() ![]() |
DMF | N Param.: 17.85 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.47 sN Param.: 0.61 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.39 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 20.37 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.98 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.69 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.05 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |