Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
5-chloro-2-methylindole
C9H8ClN *
MeCN

N  Param.: 6.08

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
4-methoxy-indole
C9H9NO *
MeCN

N  Param.: 5.41

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
7-azaindole
C7H6N2 *
MeCN

N  Param.: 3.87

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
benzyl isocyanide
C8H7N *
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
2,6-dimethylphenyl isocyanide
C9H9N *
dichloromethane

N  Param.: 4.59

sN Param.: 0.87
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
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
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
ammonia (in water)
H3N *
water

N  Param.: 9.48

sN Param.: 0.59
*** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methylamine (in water)
CH5N *
water

N  Param.: 13.85

sN Param.: 0.53
*** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z