Mayr's Database of Reactivity Parameters

Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 1292 molecules, displaying page 4 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
N-vinylcarbazole
C14H11N*
 dichloromethane

N  Param.: 5.02

sN Param.: 0.94		**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
diethyl diazomalonate
C7H10N2O4*
 dichloromethane

N  Param.: -0.35

sN Param.: 0.93		**Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
3,3-dimethyl-2-(trimethylsiloxy)buten
C9H20OSi*
 dichloromethane

N  Param.: 3.78

sN Param.: 0.79		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
chloride (in MeCN)
Cl*
 MeCN

N  Param.: 17.20

sN Param.: 0.60		**J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
4-cyanophenyl isocyanide
C8H4N2*
 dichloromethane

N  Param.: 3.57

sN Param.: 0.72		**Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
acetate (in 80A20W)
*
 aq acetone

N  Param.: 12.50

sN Param.: 0.60		**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in 90AN10W)
*
 aq MeCN

N  Param.: 11.30

sN Param.: 0.72		**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
3,5-dinitrobenzoate (in MeCN)
*
 MeCN

N  Param.: 14.90

sN Param.: 0.71		**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
3,5-dinitrobenzoate (in acetone)
*
 acetone

N  Param.: 18.80

sN Param.: 0.62		**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
(5-methyl-furan-2-yl) MIDA boronate
*
 MeCN

N  Param.: 1.84

sN Param.: 1.26		**Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
N-(1-(p-tolyl)vinyl)acetamide
C11H13NO*
 MeCN

N  Param.: 6.57

sN Param.: 0.91		**Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
dimethyl((trimethylstannyl)methyl)silane
C6H18SiSn*
 dichloromethane

N  Param.: 6.53

sN Param.: 0.58		**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
((methylsilanediyl)bis(methylene))bis(trimethylsilane)
C9H26Si3*
 dichloromethane

N  Param.: 4.91

sN Param.: 0.64		**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((butyldimethylsilyl)methyl)silane
C21H52Si4*
 dichloromethane

N  Param.: 3.73

sN Param.: 0.68		**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((dimethyl(phenyl)silyl)methyl)silane
C27H40Si4*
 dichloromethane

N  Param.: 3.40

sN Param.: 0.66		**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
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 trifluoro(furan-2-yl)borate
C4H3BF3KO*
 MeCN

N  Param.: 5.99

sN Param.: 0.79		**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2)
C14H13N*
 dichloromethane

N  Param.: 7.90

sN Param.: 0.76		**Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
 THF

N  Param.: 16.73

sN Param.: 0.63		**Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)
C8H12*
 dichloromethane

N  Param.: 1.88

sN Param.: 0.96		**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
C9H14*
 dichloromethane

N  Param.: 4.95

sN Param.: 0.79		**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)
C10H16*
 dichloromethane

N  Param.: 4.27

sN Param.: 0.86		**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
bis(4-methoxyphenyl)methane (in CH2Cl2)
C15H16O2*
 dichloromethane

N  Param.: -2.11

sN Param.: 0.98		**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO2S*
 MeCN

N  Param.: 6.24

sN Param.: 1.00		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate
C17H21BClLiO2S*
 MeCN

N  Param.: 6.77

sN Param.: 0.88		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate
C17H22BLiO2S*
 MeCN

N  Param.: 7.24

sN Param.: 0.83		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate
C18H24BLiO2S*
 MeCN

N  Param.: 6.98

sN Param.: 0.93		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate
C18H24BLiO3S*
 MeCN

N  Param.: 7.51

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate
C19H27BLiNO2S*
 MeCN

N  Param.: 8.02

sN Param.: 0.89		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium bis(5-methylthiophen-2-yl)pinacolborate
C16H22BLiO2S2*
 MeCN

N  Param.: 7.67

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO3*
 MeCN

N  Param.: 8.13

sN Param.: 0.85		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate
C18H18BF6LiO2S*
 MeCN

N  Param.: 10.13

sN Param.: 0.91		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate
C17H19BF3LiO2S*
 MeCN

N  Param.: 11.85

sN Param.: 0.72		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate
C18H13BF3LiO2S*
 MeCN

N  Param.: 6.50

sN Param.: 0.77		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)
C9H7Cl2LiZn*
 DMSO

N  Param.: 18.10

sN Param.: 0.46		**Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)
C9H7Br2LiZn*
 DMSO

N  Param.: 15.60

sN Param.: 0.51		**Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C19H24BLiO2*
 MeCN

N  Param.: 8.92

sN Param.: 0.70		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H26BLiO2*
 MeCN

N  Param.: 10.97

sN Param.: 0.63		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C22H24BF6LiO2*
 MeCN

N  Param.: 7.46

sN Param.: 0.76		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H22BF6LiO2*
 MeCN

N  Param.: 6.30

sN Param.: 0.78		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)
C13H13O5*
 DMSO

N  Param.: 12.35

sN Param.: 0.90		**Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
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
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.02

sN Param.: 0.49		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)
*
 DMSO

N  Param.: 30.82

sN Param.: 0.41		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
p-cyanophenolate (in MeCN)
C7H4KNO*
 MeCN

N  Param.: 19.58

sN Param.: 0.59		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in MeCN)
C7H4F3KO*
 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)
C7H4F3KO*
 DMF

N  Param.: 22.05

sN Param.: 0.53		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
 DMSO

N  Param.: 22.62

sN Param.: 0.51		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o,o'-di-tert-butylphenolate (in DMSO)
C14H21KO*
 DMSO

N  Param.: 21.02

sN Param.: 0.59		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
dimethylsulfide (in CH2Cl2)
C2H6S*
 dichloromethane

N  Param.: 12.32

sN Param.: 0.72		**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
dibutylsulfide (in CH2Cl2)
C8H18S*
 dichloromethane

N  Param.: 11.86

sN Param.: 0.74		**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
3-methylanisole
C8H10O*
 dichloromethane

N  Param.: 0.13

sN Param.: 1.27		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
phenylacetylene
C8H6*
 dichloromethane

N  Param.: -0.04

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
phenylsilane
C6H8Si*
 dichloromethane

N  Param.: 0.06

sN Param.: 0.71		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triphenylsilane
C18H16Si*
 dichloromethane

N  Param.: 2.65

sN Param.: 0.72		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl(phenyl)silane
C8H12Si*
 dichloromethane

N  Param.: 3.55

sN Param.: 0.75		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triethylsilane
C6H16Si*
 dichloromethane

N  Param.: 3.58

sN Param.: 0.70		***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
triphenylgermane
C18H16Ge*
 dichloromethane

N  Param.: 3.99

sN Param.: 0.62		***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
triphenylstannane
C18H16Sn*
 dichloromethane

N  Param.: 5.64

sN Param.: 0.59		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylgermane
C12H28Ge*
 dichloromethane

N  Param.: 5.92

sN Param.: 0.73		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
borane-triethylamine-complex
C6H18BN*
 dichloromethane

N  Param.: 8.90

sN Param.: 0.75		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylstannane
C12H28Sn*
 dichloromethane

N  Param.: 9.96

sN Param.: 0.55		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(N-pyrrolidino)cyclopentene
C9H15N*
 dichloromethane

N  Param.: 15.91

sN Param.: 0.86		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-piperidino)cyclopentene
C10H17N*
 dichloromethane

N  Param.: 15.06

sN Param.: 0.82		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-pyrrolidino)cyclohexene
C10H17N*
 dichloromethane

N  Param.: 14.91

sN Param.: 0.86		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-morpholino)cyclopentene
C9H15NO*
 dichloromethane

N  Param.: 13.41

sN Param.: 0.82		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclopentene
C12H15N*
 dichloromethane

N  Param.: 12.90

sN Param.: 0.79		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclohexene
C13H17N*
 dichloromethane

N  Param.: 10.73

sN Param.: 0.81		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
morpholinoisobutylene
C8H15NO*
 dichloromethane

N  Param.: 10.04

sN Param.: 0.82		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
N-(triisopropylsilyl)pyrrole
C13H25NSi*
 dichloromethane

N  Param.: 3.12

sN Param.: 0.93		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
Indole
C8H7N*
 dichloromethane

N  Param.: 5.55

sN Param.: 1.09		***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
N-methylindole
C9H9N*
 dichloromethane

N  Param.: 5.75

sN Param.: 1.23		***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
(E)-beta-(N-morpholino)styrene
C12H15NO*
 dichloromethane

N  Param.: 10.76

sN Param.: 0.87		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
alpha-(N-morpholino)styrene
C12H15NO*
 dichloromethane

N  Param.: 9.96

sN Param.: 0.79		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1,4-cyclohexadiene
C6H8*
 dichloromethane

N  Param.: 0.09

sN Param.: 0.98		***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
1,4-dihydronaphthalene
C10H10*
 dichloromethane

N  Param.: -0.07

sN Param.: 1.03		***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
9,10-dihydroanthracene
C14H12*
 dichloromethane

N  Param.: -0.86

sN Param.: 0.92		***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
(E,E)-2,5-heptadiene
C7H12*
 dichloromethane

N  Param.: -0.74

sN Param.: 0.99		***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
3-propylcyclopentene
C8H14*
 dichloromethane

N  Param.: -0.88

sN Param.: 0.94		***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
H2O (in water)
H2O*
 water

N  Param.: 5.20

sN Param.: 0.89		***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
OH- (in 50/50 water/MeCN)
HO*
 water-MeCN mix

N  Param.: 10.19

sN Param.: 0.62		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
OH- (in water)
HO*
 water

N  Param.: 10.47

sN Param.: 0.61		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
semicarbazide (in water)
CH5N3O*
 water

N  Param.: 11.05

sN Param.: 0.52		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
hydroxylamine (in water)
H3NO*
 water

N  Param.: 11.41

sN Param.: 0.55		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
2,2,2-trifluoroethylamine (in DMSO)
C2H4F3N*
 DMSO

N  Param.: 12.15

sN Param.: 0.65		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
2,2,2-trifluoroethanolate (in water)
C2H2F3O*
 water

N  Param.: 12.66

sN Param.: 0.59		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
n-propylamine (in water)
C3H9N*
 water

N  Param.: 13.33

sN Param.: 0.56		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
ethyl glycinate (in DMSO)
C4H9NO2*
 DMSO

N  Param.: 14.30

sN Param.: 0.67		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
HOO- (in water)
HO2*
 water

N  Param.: 15.40

sN Param.: 0.55		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
n-propylamine (in DMSO)
C3H9N*
 DMSO

N  Param.: 15.70

sN Param.: 0.64		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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
morpholine (in DMSO)
C4H9NO*
 DMSO

N  Param.: 16.96

sN Param.: 0.67		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
piperidine (in DMSO)
C5H11N*
 DMSO

N  Param.: 17.19

sN Param.: 0.71		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
2-sulfidoacetate (in water)
C2H2O2S*
 water

N  Param.: 22.62

sN Param.: 0.43		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
anion of Meldrums acid (in DMSO)
C6H7O4*
 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)
C8H11O2*
 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)
C5H7O2*
 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)
C6H9O3*
 DMSO

N  Param.: 18.82

sN Param.: 0.69		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]