Mayr's Database of Reactivity Parameters

Nucleophiles

6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 Found 1357 molecules, displaying page 12 of 14 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
p-tosylmethyl isocyanide (TosMIC)
C9H9NO2S*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.76		***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
HW(CO)3Cp*
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(indenyl)
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HRe(CO)5
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(triisopropylsiloxy)ethene
C11H24OSi*
 dichloromethane

N  Param.: 3.44

sN Param.: 0.94		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-diazocyclohexanone
C6H8N2O*
 dichloromethane

N  Param.: 3.44

sN Param.: 0.83		***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
cyclohepta-1,3,5-trienyl-Fe(CO)3
*
 dichloromethane

N  Param.: 3.42

sN Param.: 0.94		***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
40% water/60%TFE (v/v)
H2O*
 water-TFE mix

N  Param.: 3.42

sN Param.: 0.90		***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
diethyl(methyl)silane
C5H14Si*
 dichloromethane

N  Param.: 3.40

sN Param.: 0.73		*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
ethyldimethylsilane
C4H12Si*
 dichloromethane

N  Param.: 3.30

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
20% water/80%TFE (v/v)
H2O*
 water-TFE mix

N  Param.: 3.20

sN Param.: 0.88		***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
1-(1-azidovinyl)naphthalene
C12H9N3*
 dichloromethane

N  Param.: 3.17

sN Param.: 0.88		***Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
methylenecyclooctane
C9H16*
 dichloromethane

N  Param.: 3.16

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-diazoindolin-2-one
C8H5N3O*
 dichloromethane

N  Param.: 3.16

sN Param.: 1.03		***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
(2,3-dimethylbut-2-enyl)triethylsilane
C12H26Si*
 dichloromethane

N  Param.: 3.15

sN Param.: 1.15		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
trimethylsilane
C3H10Si*
 dichloromethane

N  Param.: 3.15

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
N-(triisopropylsilyl)pyrrole
C13H25NSi*
 dichloromethane

N  Param.: 3.12

sN Param.: 0.93		***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1,1,1,3,3-pentamethyldisiloxane
C5H16OSi2*
 dichloromethane

N  Param.: 3.12

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(phenylethynyl)pyrrolidin-2-one
C12H11NO*
 dichloromethane

N  Param.: 3.12

sN Param.: 0.85		*Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
1-(1-azidovinyl)-4-(trifluoromethyl)benzene
C9H6F3N3*
 dichloromethane

N  Param.: 3.10

sN Param.: 0.77		***Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
allyltriphenylstannane
C21H20Sn*
 dichloromethane

N  Param.: 3.09

sN Param.: 0.90		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-2-methyl-penta-1,3-diene
C6H10*
 dichloromethane

N  Param.: 3.09

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-methoxythiophene
C5H6OS*
 MeCN

N  Param.: 3.06

sN Param.: 1.19		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(4-chlorophenyl)dimethylsilane
C8H11ClSi*
 dichloromethane

N  Param.: 3.05

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
C17H20OSi*
 MeCN

N  Param.: 3.00

sN Param.: 0.83		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3,4-dihydro-2H-pyran (in MeCN)
C5H8O*
 MeCN

N  Param.: 2.98

sN Param.: 0.72		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
10% water/90%TFE (v/v)
H2O*
 water-TFE mix

N  Param.: 2.93

sN Param.: 0.88		***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
triisopropylsilane
*
 dichloromethane

N  Param.: 2.93

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(5-methyl-furan-2-yl) pinacol boronate
*
 MeCN

N  Param.: 2.90

sN Param.: 0.98		***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
(3,4-dihydro-2H-pyran-6-yl)trimethylsilane (in MeCN)
C8H16OSi*
 MeCN

N  Param.: 2.87

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
((3,4-dihydro-2H-pyran-6-yl)methoxy)triisopropylsilane (in MeCN)
C15H30O2Si*
 MeCN

N  Param.: 2.87

sN Param.: 0.66		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
5-cyano-indole
C9H6N2*
 MeCN

N  Param.: 2.83

sN Param.: 1.10		*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
methylenecyclopentane
C6H10*
 dichloromethane

N  Param.: 2.82

sN Param.: 0.90		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
methylenecyclodecane
C11H20*
 dichloromethane

N  Param.: 2.82

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
6-((benzyloxy)methyl)-3,4-dihydro-2H-pyran (in MeCN)
C13H16O2*
 MeCN

N  Param.: 2.81

sN Param.: 0.57		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
benzyldimethylsilane
C9H14Si*
 dichloromethane

N  Param.: 2.78

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methyldiphenylsilane
C13H14Si*
 dichloromethane

N  Param.: 2.72

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-diazo-1-benzosuberone
C11H10N2O*
 dichloromethane

N  Param.: 2.72

sN Param.: 0.96		***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
triphenylsilane
C18H16Si*
 dichloromethane

N  Param.: 2.65

sN Param.: 0.72		***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
4-methyl-penta-1,3-diene
C6H10*
 dichloromethane

N  Param.: 2.60

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-cyclopropylpropene
C6H10*
 dichloromethane

N  Param.: 2.60

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclononane
C10H18*
 dichloromethane

N  Param.: 2.57

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-dimethoxybenzene
C8H10O2*
 dichloromethane

N  Param.: 2.48

sN Param.: 1.09		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
dimethyl(propoxy)silane
C5H14OSi*
 dichloromethane

N  Param.: 2.40

sN Param.: 0.75		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(C5H4Me)
*
 dichloromethane

N  Param.: 2.40

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(tributylsilyl)furan
C16H30OSi*
 dichloromethane

N  Param.: 2.37

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-methylstyrene
C9H10*
 dichloromethane

N  Param.: 2.35

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecycloundecane
C12H22*
 dichloromethane

N  Param.: 2.33

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclopentadiene
C5H6*
 dichloromethane

N  Param.: 2.30

sN Param.: 1.06		***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylsiletane
C4H10Si*
 dichloromethane

N  Param.: 2.30

sN Param.: 0.75		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cis-HMn(PPh3)(CO)4
*
 dichloromethane

N  Param.: 2.30

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

N  Param.: 2.27

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecycloheptane
C8H14*
 dichloromethane

N  Param.: 2.24

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
acetonitrile (in MeCN)
*
 MeCN

N  Param.: 2.23

sN Param.: 0.84		***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-(triethylsilyl)furan
C10H18OSi*
 dichloromethane

N  Param.: 2.20

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylsilolane
C5H12Si*
 dichloromethane

N  Param.: 2.20

sN Param.: 0.75		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cis-HMn(PCy3)(CO)4
*
 dichloromethane

N  Param.: 2.20

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(trimethylsilyl)furan
C7H12OSi*
 dichloromethane

N  Param.: 2.16

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)silane
C7H10Si*
 dichloromethane

N  Param.: 2.13

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
allyltrihexylsilane
C21H44Si*
 dichloromethane

N  Param.: 2.11

sN Param.: 0.95		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltri-n-butylsilane
C15H32Si*
 dichloromethane

N  Param.: 2.09

sN Param.: 0.95		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriisopropylsilane
C12H26Si*
 dichloromethane

N  Param.: 2.04

sN Param.: 0.95		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3,4-bis(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran
C20H22O3*
 dichloromethane

N  Param.: 2.04

sN Param.: 1.20		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
3-(trihexylsilyl)cyclopentene
C23H46Si*
 dichloromethane

N  Param.: 1.98

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-((TBDMSO-methyl)-3,4-bis(TBDMSO)-3,4-dihydro-2H-pyran
C24H52O4Si3*
 dichloromethane

N  Param.: 1.97

sN Param.: 1.20		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
allyltris(trimethylsilyl)silane
*
 dichloromethane

N  Param.: 1.95

sN Param.: 0.98		***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(E)-but-2-enyltrimethylsilane
C7H16Si*
 dichloromethane

N  Param.: 1.94

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
8-(benzyloxy)-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxine
C20H20O4*
 dichloromethane

N  Param.: 1.94

sN Param.: 1.24		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
allyltriethylsilane
C9H20Si*
 dichloromethane

N  Param.: 1.93

sN Param.: 0.95		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran
C27H28O4*
 dichloromethane

N  Param.: 1.89

sN Param.: 1.27		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
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
8-(benzyloxy)-2,2-di-tert-butyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3,2]dioxasiline
C21H32O4Si*
 dichloromethane

N  Param.: 1.85

sN Param.: 1.28		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
(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
allyl-tert.butyl-dimethylsilane
C9H20Si*
 dichloromethane

N  Param.: 1.80

sN Param.: 0.95		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-(trimethylsilyl)cyclopentene
C8H16Si*
 dichloromethane

N  Param.: 1.77

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran
C27H28O4*
 dichloromethane

N  Param.: 1.75

sN Param.: 1.37		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
2-(acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate
C12H16O7*
 dichloromethane

N  Param.: 1.72

sN Param.: 1.24		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
1-methyl-4-vinyl-benzene
C9H10*
 dichloromethane

N  Param.: 1.70

sN Param.: 1.06		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
HW(CO)3Cp
*
 dichloromethane

N  Param.: 1.70

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecyclopentadecane
C16H30*
 dichloromethane

N  Param.: 1.69

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane
C7H16Si*
 dichloromethane

N  Param.: 1.69

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,6-dimethyl-hepta-1,6-diene
C9H16*
 dichloromethane

N  Param.: 1.69

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrimethylsilane
C6H14Si*
 dichloromethane

N  Param.: 1.68

sN Param.: 1.00		*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
methylenecyclobutane
C5H8*
 dichloromethane

N  Param.: 1.65

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
30% water/70% HFIP (w/w)
*
 water-HFIP mix

N  Param.: 1.65

sN Param.: 0.96		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
HCr(CO)3Cp*
*
 dichloromethane

N  Param.: 1.60

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2,7-dimethylocta-1,7-diene
C10H18*
 dichloromethane

N  Param.: 1.58

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylstannyl)thiophene
C16H30SSn*
 dichloromethane

N  Param.: 1.53

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3,4-dimethoxy-2-(methoxymethyl)-3,4-dihydro-2H-pyran
C9H16O4*
 dichloromethane

N  Param.: 1.53

sN Param.: 1.38		***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
methylenecyclododecane
C13H24*
 dichloromethane

N  Param.: 1.52

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
diphenylsilane
*
 dichloromethane

N  Param.: 1.52

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
50% water/50% HFIP (w/w)
*
 water-HFIP mix

N  Param.: 1.50

sN Param.: 1.03		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
HMn(CO)5
*
 dichloromethane

N  Param.: 1.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(E)-penta-1,3-diene
C5H8*
 dichloromethane

N  Param.: 1.49

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
*
 dichloromethane

N  Param.: 1.47

sN Param.: 0.89		***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi*
 dichloromethane

N  Param.: 1.38

sN Param.: 0.93		*Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2-methylthiophene
C5H6S*
 dichloromethane

N  Param.: 1.35

sN Param.: 0.99		*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
tetraisobutylstannane
*
 dichloromethane

N  Param.: 1.35

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