Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1-(trimethylsiloxy)buta-1,3-diene
C7H14OSi *
dichloromethane

N  Param.: 4.60

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cycloheptene
C10H20OSi *
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cyclooctene
C11H22OSi *
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Z-3-(trimethylsiloxy)pent-2-ene
C8H18OSi *
dichloromethane

N  Param.: 5.58

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)furan
C7H12O2Si *
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
* 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-(trihexylsilyl)cyclopentene
C23H46Si *
dichloromethane

N  Param.: 1.98

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)trichlorosilane
C4H7Cl3Si *
dichloromethane

N  Param.: -0.57

sN Param.: 0.95
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriphenylgermane
C21H20Ge *
dichloromethane

N  Param.: 1.20

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
prenyl-tributylstannane
C17H36Sn *
dichloromethane

N  Param.: 4.74

sN Param.: 1.15
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)triphenylstannane
C22H22Sn *
dichloromethane

N  Param.: 5.13

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)benzene
C10H12 *
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
* 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
2-cyclopropylpropene
C6H10 *
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-phenylpropene
C9H10 *
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclopentene
C5H8 *
dichloromethane

N  Param.: -1.55

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(1S)-(-)-alpha-pinene
C10H16 *
dichloromethane

N  Param.: 0.68

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-but-2-ene
C4H8 *
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
ethyl-vinylether
C4H8O *
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isobutylenyl-ethylether
C6H12O *
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
anion of diethyl methylmalonate (in water)
C8H13O4- *
water

N  Param.: 17.68

sN Param.: 0.50
* J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
thiocyanate (in MeCN)
CNS *
MeCN

N  Param.: 12.13

sN Param.: 0.60
* J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
chloride (in MeOH)
Cl *
MeOH

N  Param.: 12.90

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50/50 MeOH/MeCN)
Cl *
MeOH-MeCN mix

N  Param.: 14.10

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in EtOH)
Cl *
EtOH

N  Param.: 14.70

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 80% aq EtOH)
Cl *
water-EtOH mix

N  Param.: 13.00

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50% aq EtOH)
Cl *
water-EtOH mix

N  Param.: 11.80

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in H2O)
Cl *
water

N  Param.: 10.10

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 40% aq MeCN)
Cl *
water-MeCN mix

N  Param.: 11.30

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50% aq MeCN)
Cl *
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 60% aq MeCN)
Cl *
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 80% aq MeCN)
Cl *
water-MeCN mix

N  Param.: 13.30

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in CF3CH2OH)
Cl *
TFE

N  Param.: 10.30

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in hexafluoroisopropanol)
Cl *
HFIP

N  Param.: 8.00

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 80% aq EtOH)
Br *
water-EtOH mix

N  Param.: 14.50

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 50% aq EtOH)
Br *
water-EtOH mix

N  Param.: 13.60

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in H2O)
Br *
water

N  Param.: 11.70

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 20% aq MeCN)
Br *
water-MeCN mix

N  Param.: 12.20

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 40% aq MeCN)
Br *
water-MeCN mix

N  Param.: 12.80

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 50% aq MeCN)
Br *
water-MeCN mix

N  Param.: 13.80

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in CF3CH2OH)
Br *
TFE

N  Param.: 11.70

sN Param.: 0.60
* J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi *
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
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
4-chloropyridine (in CH2Cl2)
C5H4ClN *
dichloromethane

N  Param.: 11.70

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-chloropyridine (in H2O)
C5H4ClN *
water

N  Param.: 10.50

sN Param.: 0.73
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in CH2Cl2)
C5H5N *
dichloromethane

N  Param.: 12.90

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methylpyridine (in CH2Cl2)
C6H7N *
dichloromethane

N  Param.: 13.70

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methoxypyridine (in CH2Cl2)
C6H7NO *
dichloromethane

N  Param.: 13.70

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-aminopyridine (in CH2Cl2)
C5H6N2 *
dichloromethane

N  Param.: 15.20

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-(dimethylamino)pyridine (in 91M9AN)
C7H10N2 *
MeOH-MeCN mix

N  Param.: 13.20

sN Param.: 0.67
* Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941