Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
toluene
C7H8*
dichloromethane

N  Param.: -4.36

sN Param.: 1.77
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
m-xylene
C8H10*
dichloromethane

N  Param.: -3.57

sN Param.: 2.08
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-propenylbenzene
C9H10*
dichloromethane

N  Param.: -0.49

sN Param.: 1.18
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-methylthiophene
C5H6S*
dichloromethane

N  Param.: 1.35

sN Param.: 0.99
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
styrene
C8H8*
dichloromethane

N  Param.: 0.78

sN Param.: 0.95
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,3-dimethoxybenzene
C8H10O2*
dichloromethane

N  Param.: 2.48

sN Param.: 1.09
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltrimethylsilane
C6H14Si*
dichloromethane

N  Param.: 1.68

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltriphenylstannane
C21H20Sn*
dichloromethane

N  Param.: 3.09

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)trimethylsilane
C7H16Si*
dichloromethane

N  Param.: 4.41

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltributylstannane
C15H32Sn*
dichloromethane

N  Param.: 5.46

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)tributylstannane
C16H34Sn*
dichloromethane

N  Param.: 7.48

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Danishefskys diene
C8H16O2Si*
dichloromethane

N  Param.: 8.57

sN Param.: 0.84
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran
C8H16O2Si*
dichloromethane

N  Param.: 10.61

sN Param.: 0.86
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
methylenecyclopentane
C6H10*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylfuran
C5H6O*
dichloromethane

N  Param.: 3.61

sN Param.: 1.11
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-methylpyrrole
C5H7N*
dichloromethane

N  Param.: 5.85

sN Param.: 1.03
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(trimethylsiloxy)cyclohexene
C9H18OSi*
dichloromethane

N  Param.: 5.21

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(trimethylsiloxy)propene
C6H14OSi*
dichloromethane

N  Param.: 5.41

sN Param.: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-phenyl-1-(trimethylsiloxy)ethene
C11H16OSi*
dichloromethane

N  Param.: 6.22

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(trimethylsiloxy)cyclopentene
C8H16OSi*
dichloromethane

N  Param.: 6.57

sN Param.: 0.93
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-phenoxy-1-(trimethylsiloxy)ethene
C11H16O2Si*
dichloromethane

N  Param.: 8.23

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(N-morpholino)cyclohexene
C10H17NO*
dichloromethane

N  Param.: 11.40

sN Param.: 0.83
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(N-piperidino)cyclohexene
C11H19N*
dichloromethane

N  Param.: 13.36

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(Z)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.44

sN Param.: 1.09
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltriphenylsilane
C21H20Si*
dichloromethane

N  Param.: -0.13

sN Param.: 1.21
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
(triisopropylsiloxy)ethene
C11H24OSi*
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)triphenylsilane
C22H22Si*
dichloromethane

N  Param.: 4.17

sN Param.: 0.79
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(triisopropylsiloxy)propene
C12H26OSi*
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
**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-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
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
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1-(1-cyclohexenyl)-4-methylpiperazine
C11H20N2*
dichloromethane

N  Param.: 12.51

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(Z)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.26

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(E)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.06

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-methyl-4-(N-morpholino)tetrahydropyridine
C10H18N2O*
dichloromethane

N  Param.: 12.03

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(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
ethyl (E)-3-(dimethylamino)acrylate
C7H13NO2*
dichloromethane

N  Param.: 9.43

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
ethyl (E)-3-(N-morpholino)acrylate
C9H15NO3*
dichloromethane

N  Param.: 8.52

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
pyrrole
C4H5N*
dichloromethane

N  Param.: 4.63

sN Param.: 1.00
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
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[...]
anion of malononitrile (in DMSO)
C3HN2*
DMSO

N  Param.: 19.36

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of ethyl cyanoacetate (in DMSO)
C5H6NO2*
DMSO

N  Param.: 19.62

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of diethyl malonate (in DMSO)
C7H11O4*
DMSO

N  Param.: 20.22

sN Param.: 0.65
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
methylenecyclopropane
C4H6*
dichloromethane

N  Param.: -0.47

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclobutane
C5H8*
dichloromethane

N  Param.: 1.65

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclohexane
C7H12*
dichloromethane

N  Param.: 1.16

sN Param.: 1.04
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
methylenecycloheptane
C8H14*
dichloromethane

N  Param.: 2.24

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclooctane
C9H16*
dichloromethane

N  Param.: 3.16

sN Param.: 0.90
*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
methylenecyclodecane
C11H20*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*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
methylenecyclododecane
C13H24*
dichloromethane

N  Param.: 1.52

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclopentadecane
C16H30*
dichloromethane

N  Param.: 1.69

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(bis(trimethylsiloxy)amino)propene
C9H23NO2Si2*
dichloromethane

N  Param.: 4.76

sN Param.: 0.86
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
(bis(trimethylsiloxy)amino)styrene
C14H25NO2Si2*
dichloromethane

N  Param.: 4.80

sN Param.: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
2-(bis(tert-butyldimethylsiloxy)amino)propene
C15H35NO2Si2*
dichloromethane

N  Param.: 4.23

sN Param.: 0.93
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
C12H27NO4Si2*
dichloromethane

N  Param.: 3.84

sN Param.: 0.87
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
propene
C3H6*
dichloromethane

N  Param.: -2.41

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-chloropropene
C3H5Cl*
dichloromethane

N  Param.: -3.65

sN Param.: 1.97
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1-hexene
C6H12*
dichloromethane

N  Param.: -2.77

sN Param.: 1.41
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1-methylcyclohexene
C7H12*
dichloromethane

N  Param.: 0.08

sN Param.: 1.15
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methyl-but-2-ene
C5H10*
dichloromethane

N  Param.: 0.65

sN Param.: 1.17
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylpropene (isobutylene)
C4H8*
dichloromethane

N  Param.: 1.11

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
2-methyl-buta-1,3-diene (isoprene)
C5H8*
dichloromethane

N  Param.: 1.10

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allylchlorodimethylsilane
C5H11ClSi*
dichloromethane

N  Param.: -0.57

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
trimethyl(prenyl)silane
C8H18Si*
dichloromethane

N  Param.: 0.90

sN Param.: 1.17
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)triphenylgermane
C22H22Ge*
dichloromethane

N  Param.: 4.67

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyl-tert.butyl-dimethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.80

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.93

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
allyltri-n-butylsilane
C15H32Si*
dichloromethane

N  Param.: 2.09

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrihexylsilane
C21H44Si*
dichloromethane

N  Param.: 2.11

sN Param.: 0.95
*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
(E)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.94

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
2,3,3-trimethyl-but-1-ene
C7H14*
dichloromethane

N  Param.: 0.06

sN Param.: 1.07
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2,3-dimethyl-but-1-ene
C6H12*
dichloromethane

N  Param.: 0.65

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2,4,4-trimethyl-pent-1-ene
C8H16*
dichloromethane

N  Param.: 0.79

sN Param.: 1.07
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-methyl-but-1-ene
C5H10*
dichloromethane

N  Param.: 1.00

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,4-dimethyl-penta-1,4-diene
C7H12*
dichloromethane

N  Param.: 0.54

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,5-dimethyl-hexa-1,5-diene
C8H14*
dichloromethane

N  Param.: 1.14

sN Param.: 1.00
*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
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