Mayr's Database of Reactivity Parameters

Nucleophiles

6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 Found 1357 molecules, displaying page 13 of 14 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
piperidine (in 91M9AN)
C5H11N*
 MeOH-MeCN mix

N  Param.: 15.63

sN Param.: 0.64		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
piperidine (in DMSO)
C5H11N*
 DMSO

N  Param.: 17.19

sN Param.: 0.71		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
piperidine (in MeCN)
*
 MeCN

N  Param.: 17.35

sN Param.: 0.68		***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
piperidine (in water)
C5H11N*
 water

N  Param.: 18.13

sN Param.: 0.44		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate
C13H14BF3KNO2*
 MeCN

N  Param.: 6.46

sN Param.: 0.96		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate
C13H14BF3KNO2*
 MeCN

N  Param.: 4.06

sN Param.: 0.79		**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate
C14H16BF3KNO3*
 MeCN

N  Param.: 7.10

sN Param.: 1.18		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium allyltrifluoroborate (in MeCN)
C3H5BF3K*
 MeCN

N  Param.: 5.29

sN Param.: 0.87		**J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
potassium indenide (in DMSO)
C9H7K*
 DMSO

N  Param.: 24.16

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
potassium trifluoro(1-methyl-1H-indol-2-yl)borate
C9H8BF3KN*
 MeCN

N  Param.: 9.55

sN Param.: 1.16		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(1-methyl-1H-indol-5-yl)borate
C9H8BF3KN*
 MeCN

N  Param.: 8.77

sN Param.: 1.09		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(3-methoxy-thiophen-2-yl)borate
C5H5BF3KOS*
 MeCN

N  Param.: 7.32

sN Param.: 0.90		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(furan-3-yl)borate
C4H3BF3KO*
 MeCN

N  Param.: 6.83

sN Param.: 0.93		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
prenyl-tributylstannane
C17H36Sn*
 dichloromethane

N  Param.: 4.74

sN Param.: 1.15		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
prolinate (in MeCN)
C5H8NO2-*
 MeCN

N  Param.: 19.95

sN Param.: 0.68		***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
proline (anionic, in water)
C5H8NO2*
 water

N  Param.: 18.08

sN Param.: 0.50		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
propargylamine (in water)
C3H5N*
 water

N  Param.: 12.29

sN Param.: 0.59		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
propene
C3H6*
 dichloromethane

N  Param.: -2.41

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
purine anion (in DMSO)
*
 DMSO

N  Param.: 15.03

sN Param.: 0.77		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
purine anion (in water)
*
 water

N  Param.: 11.00

sN Param.: 0.54		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)
C12H8F3N2O2S-*
 MeCN

N  Param.: 19.51

sN Param.: 0.47		***J. Org. Chem. 2025, 90, 2298-2306
10.1021/acs.joc.4c02668
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)
C6H4F3N2O2S-*
 MeCN

N  Param.: 16.68

sN Param.: 0.59		***J. Org. Chem. 2025, 90, 2298-2306
10.1021/acs.joc.4c02668
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)
C6H4F3N2O2S-*
 MeCN

N  Param.: 16.48

sN Param.: 0.60		***J. Org. Chem. 2025, 90, 2298-2306
10.1021/acs.joc.4c02668
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)
C6H4F3N2O2S-*
 dichloromethane

N  Param.: 17.88

sN Param.: 0.73		***J. Am. Chem. Soc. 2025, 147, 5043-5050
10.1021/jacs.4c14825
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)
C6H4F3N2O2S-*
 MeCN

N  Param.: 16.38

sN Param.: 0.60		***J. Am. Chem. Soc. 2025, 147, 5043-5050
10.1021/jacs.4c14825
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)
C12H11N2O2S- *
 MeCN

N  Param.: 17.19

sN Param.: 0.64		***J. Org. Chem. 2025, 90, 2298-2306
10.1021/acs.joc.4c02668
pyridine (in CH2Cl2)
C5H5N*
 dichloromethane

N  Param.: 12.90

sN Param.: 0.67		*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in H2O)
C5H5N*
 water

N  Param.: 11.05

sN Param.: 0.73		***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in MeCN)
C5H5N*
 MeCN

N  Param.: 13.60

sN Param.: 0.60		***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
pyrrole
C4H5N*
 dichloromethane

N  Param.: 4.63

sN Param.: 1.00		*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
pyrrolidin-1-yl dithiocarbamate (in MeCN)
*
 MeCN

N  Param.: 22.40

sN Param.: 0.63		***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
pyrrolidine (in 91M9AN)
C4H9N*
 MeOH-MeCN mix

N  Param.: 15.97

sN Param.: 0.63		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
pyrrolidine (in water)
C4H9N*
 water

N  Param.: 17.21

sN Param.: 0.49		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
pyrrolidine (inMeCN)
C4H9N*
 MeCN

N  Param.: 18.58

sN Param.: 0.61		***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
quinidine
*
 dichloromethane

N  Param.: 10.54

sN Param.: 0.74		***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinine
*
 dichloromethane

N  Param.: 10.46

sN Param.: 0.75		***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinuclidine (in MeCN)
C7H13N*
 MeCN

N  Param.: 20.54

sN Param.: 0.60		***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
saccharin anion (in MeCN)
*
 MeCN

N  Param.: 10.78

sN Param.: 0.89		***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
Se-BTM (in CH2Cl2)
C15H12N2Se*
 dichloromethane

N  Param.: 14.27

sN Param.: 0.63		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-DHPB (in CH2Cl2)
C10H10N2Se*
 dichloromethane

N  Param.: 15.16

sN Param.: 0.66		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-HBTM (in CH2Cl2)
C16H14N2Se*
 dichloromethane

N  Param.: 14.42

sN Param.: 0.67		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-HyperBTM (in DCM)
C19H20N2Se*
 dichloromethane

N  Param.: 16.11

sN Param.: 0.58		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-HyperBTM (in MeCN)
C19H20N2Se*
 MeCN

N  Param.: 15.84

sN Param.: 0.57		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-HyperBTM (in THF)
C19H20N2Se*
 THF

N  Param.: 14.19

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Se-tetramisole (Se-TM) (in CH2Cl2)
C11H12N2Se*
 dichloromethane

N  Param.: 15.26

sN Param.: 0.60		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
semicarbazide (in water)
CH5N3O*
 water

N  Param.: 11.05

sN Param.: 0.52		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
serine (anionic, in water)
C3H6NO3*
 water

N  Param.: 13.16

sN Param.: 0.55		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
SO3(2-) (in water)
O3S*
 water

N  Param.: 16.83

sN Param.: 0.56		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
sodium indenide (in DMSO)
C9H7Na*
 DMSO

N  Param.: 23.74

sN Param.: 0.71		***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
styrene
C8H8*
 dichloromethane

N  Param.: 0.78

sN Param.: 0.95		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
succinimide anion (in DMSO)
*
 DMSO

N  Param.: 16.03

sN Param.: 0.66		***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
t-butylperoxy anion (in H2O)
C4H9O2*
 water

N  Param.: 14.29

sN Param.: 0.51		***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
TCAP (in MeCN)
C11H14N2*
 MeCN

N  Param.: 15.60

sN Param.: 0.68		***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
Te-BTM (in CH2Cl2)
C15H12N2Te*
 dichloromethane

N  Param.: 14.62

sN Param.: 0.66		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Te-DHPB (in CH2Cl2)
C10H10N2Te*
 dichloromethane

N  Param.: 16.63

sN Param.: 0.65		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
Te-HyperBTM (in DCM)
C19H20N2Te*
 dichloromethane

N  Param.: 16.63

sN Param.: 0.63		***ChemistryEurope 2026, 4, e202500443
10.1002/ceur.202500443
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
tert-butyl hydrazinecarboxylate (in MeCN)
*
 MeCN

N  Param.: 11.40

sN Param.: 0.70		***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
tert-butyl indole-1-carboxylate
C13H15NO2*
 MeCN

N  Param.: 1.68

sN Param.: 1.26		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
tert-butyl isocyanide
C5H9N*
 dichloromethane

N  Param.: 5.47

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
tert-butylamine (in MeCN)
*
 MeCN

N  Param.: 12.35

sN Param.: 0.72		***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
tert-butylamine (in water)
C4H11N*
 water

N  Param.: 10.48

sN Param.: 0.65		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
tetra-sec.butylstannane (in 1,2-DCE)
*
 1,2-dichloroethane

N  Param.: -1.10

sN Param.: 1.15		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrabutylstannane
*
 dichloromethane

N  Param.: -0.30

sN Param.: 1.07		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylgermane (in MeCN)
*
 MeCN

N  Param.: -4.70

sN Param.: 1.10		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylplumbane (in MeCN)
*
 MeCN

N  Param.: 0.10

sN Param.: 1.10		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylsilane
*
 MeCN

N  Param.: -6.50

sN Param.: 1.10		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylstannane (in 1,2-DCE)
*
 1,2-dichloroethane

N  Param.: -1.90

sN Param.: 1.10		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylstannane (in MeCN)
*
 MeCN

N  Param.: -2.40

sN Param.: 1.10		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrahydroborate ion (in water)
*
 water

N  Param.: 12.10

sN Param.: 0.79		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrahydrofuran (in dichloromethane)
C4H8O*
 dichloromethane

N  Param.: -3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrahydrothiophene (in CH2Cl2)
C4H8S*
 dichloromethane

N  Param.: 13.10

sN Param.: 0.72		-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiophene (in MeCN)
C4H8S*
 MeCN

N  Param.: 13.30

sN Param.: 0.72		-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiopyran (in CH2Cl2)
C5H10S*
 dichloromethane

N  Param.: 11.94

sN Param.: 0.75		**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetraisobutylstannane
*
 dichloromethane

N  Param.: 1.35

sN Param.: 1.10		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrakis(5-methyl-furan-2-yl)borate
*
 MeCN

N  Param.: 9.09

sN Param.: 1.12		***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
tetramethylethylene
C6H12*
 dichloromethane

N  Param.: -1.00

sN Param.: 1.40		***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tetramisole (TM) (in CH2Cl2)
C11H12N2S*
 dichloromethane

N  Param.: 13.86

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
tetrapropylstannane (in 1,2-DCE)
*
 1,2-dichloroethane

N  Param.: -0.50

sN Param.: 1.13		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
theophylline anion (in DMSO)
*
 DMSO

N  Param.: 14.78

sN Param.: 0.71		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
theophylline anion (in water)
*
 water

N  Param.: 10.06

sN Param.: 0.71		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
thioacetate (in MeCN)
*
 MeCN

N  Param.: 21.20

sN Param.: 0.63		***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
thiocyanate (in MeCN)
CNS*
 MeCN

N  Param.: 17.94

sN Param.: 0.60		***J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
thiocyanate (in MeCN)
CNS*
 MeCN

N  Param.: 12.13

sN Param.: 0.60		*J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
thiophene
C4H4S*
 dichloromethane

N  Param.: -1.01

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
thiophenolate (in DMSO)
C6H5S-*
 DMSO

N  Param.: 23.36

sN Param.: 0.74		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
threonine (anionic, in water)
C4H8NO3*
 water

N  Param.: 12.69

sN Param.: 0.60		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
THTP (3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyrimidine)
*
 dichloromethane

N  Param.: 14.45

sN Param.: 0.78		***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
thymine anion (in DMSO)
*
 DMSO

N  Param.: 17.63

sN Param.: 0.62		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
thymine anion (in water)
*
 water

N  Param.: 11.17

sN Param.: 0.51		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
toluene
C7H8*
 dichloromethane

N  Param.: -4.36

sN Param.: 1.77		*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
trans-HMo(CO)2(PCy3)Cp
*
 dichloromethane

N  Param.: 6.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trans-HMo(CO)2(PMe3)Cp
*
 dichloromethane

N  Param.: 7.80

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trans-HMo(CO)2(PPh3)Cp
*
 dichloromethane

N  Param.: 6.60

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tri-n-butylphosphane
C12H27P*
 dichloromethane

N  Param.: 15.49

sN Param.: 0.69		***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tri-p-tolylmethane
*
 dichloromethane

N  Param.: -3.62

sN Param.: 0.80		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tri-p-tolylmethane (in MeCN)
C22H22*
 MeCN

N  Param.: -8.80

sN Param.: 0.82		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tributyl phosphite
C12H27O3P*
 dichloromethane

N  Param.: 10.36

sN Param.: 0.70		***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tributylgermane
C12H28Ge*
 dichloromethane

N  Param.: 5.92

sN Param.: 0.73		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylsilane
C12H28Si*
 dichloromethane

N  Param.: 3.99

sN Param.: 0.73		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839