Mayr's Database of Reactivity Parameters

Diazo Compounds and Hydrazones

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
diazomethane
CH2N2 *
dichloromethane

N  Param.: 10.48

sN Param.: 0.78
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
phenyldiazomethane
C7H6N2 *
dichloromethane

N  Param.: 9.35

sN Param.: 0.83
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(trimethylsilyl)diazomethane
C4H10N2Si *
dichloromethane

N  Param.: 8.97

sN Param.: 0.75
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
*** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2 *
dichloromethane

N  Param.: 7.84

sN Param.: 0.89
*** Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
*** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
*** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2 *
dichloromethane

N  Param.: 6.98

sN Param.: 0.85
*** Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
2-diazoindan-1-one
C9H6N2O *
dichloromethane

N  Param.: 5.61

sN Param.: 0.65
*** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
diphenyldiazomethane
C13H10N2 *
dichloromethane

N  Param.: 5.29

sN Param.: 0.92
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913