Mayr's Database of Reactivity Parameters

Diazo Compounds

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(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-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***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
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
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
diphenyldiazomethane
C13H10N2*
dichloromethane

N  Param.: 5.29

sN Param.: 0.92
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
ethyl diazoacetate
C4H6N2O2*
dichloromethane

N  Param.: 4.91

sN Param.: 0.95
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diazoacetone
C3H4N2O*
dichloromethane

N  Param.: 3.96

sN Param.: 0.91
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diethyl diazomalonate
C7H10N2O4*
dichloromethane

N  Param.: -0.35

sN Param.: 0.93
**Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913