Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

H-C hydride donors

For reactivities of structurally related compounds go to: Nucleophiles » H-Nucleophiles
Found 100 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
image of molecule

tri-p-tolylmethane (in MeCN)
MeCNN  Parameter: -8.80
sN Parameter: 0.82
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

bis(4-methoxyphenyl)phenylmethane (in MeCN)
MeCNN  Parameter: -7.00
sN Parameter: 0.82
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetraethylsilane
MeCNN  Parameter: -6.50
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(2,2-diphenylethyl)diethyl(methyl)silane
dichloromethaneN  Parameter: -6.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

butyltrimethylsilane
dichloromethaneN  Parameter: -5.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,3-bis(trimethylsilyl)propane
dichloromethane/MeCN mixN  Parameter: -5.30
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tris(4-methoxyphenyl)methane (in MeCN)
MeCNN  Parameter: -5.18
sN Parameter: 0.82
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

diethylether (in dichloromethane)
dichloromethaneN  Parameter: -5.10
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

dimethoxymethane
dichloromethaneN  Parameter: -4.90
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN)
MeCNN  Parameter: -4.80
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,6-bis(trimethylsilyl)hexane
dichloromethaneN  Parameter: -4.70
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetraethylgermane (in MeCN)
MeCNN  Parameter: -4.70
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

triphenylmethane
dichloromethaneN  Parameter: -4.27
sN Parameter: 0.80
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN)
MeCNN  Parameter: -4.20
sN Parameter: 0.82
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

allylbenzene
dichloromethaneN  Parameter: -4.12
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)
dichloromethaneN  Parameter: -4.10
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(4,4-dimethylpentyl)trimethylstannane
dichloromethane/MeCN mixN  Parameter: -3.90
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,1-dimethylsilolane
dichloromethaneN  Parameter: -3.86
sN Parameter: 1.10
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,3-dioxepane
dichloromethaneN  Parameter: -3.80
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tri-p-tolylmethane
dichloromethaneN  Parameter: -3.62
sN Parameter: 0.80
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(phenethyl)silane
dichloromethaneN  Parameter: -3.50
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetrahydrofuran (in dichloromethane)
dichloromethaneN  Parameter: -3.50
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn)
dichloromethaneN  Parameter: -3.50
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN)
MeCNN  Parameter: -3.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,3-bis(trimethylgermyl)propane (in MeCN)
MeCNN  Parameter: -3.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-methyl-1,3-dioxolane
dichloromethaneN  Parameter: -3.30
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tris(4-(dimethylamino)phenyl)methane (in MeCN)
MeCNN  Parameter: -3.30
sN Parameter: 0.82
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,2-dihydronaphthalene (in MeCN)
MeCNN  Parameter: -3.30
sN Parameter: 1.00
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,1-dimethylsilepane
dichloromethaneN  Parameter: -3.10
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

3-methyl-1,4-pentadiene
dichloromethaneN  Parameter: -3.08
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

2,4,5-trimethyl-1,3-dioxolane (anti)
dichloromethaneN  Parameter: -3.00
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,4-pentadiene
dichloromethaneN  Parameter: -2.99
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)
dichloromethaneN  Parameter: -2.90
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,3-dioxolane
dichloromethaneN  Parameter: -2.86
sN Parameter: 0.80
***Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

p-cymene
dichloromethaneN  Parameter: -2.80
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

isopropanol (in aq. sulfuric acid)
waterN  Parameter: -2.60
sN Parameter: 0.80
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

4,5-dimethyl-2-vinyl-1,3-dioxolane
dichloromethaneN  Parameter: -2.60
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2,4,5-trimethyl-1,3-dioxolane (syn)
dichloromethaneN  Parameter: -2.50
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,4-dihydronaphthalene (in MeCN)
MeCNN  Parameter: -2.50
sN Parameter: 1.00
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,1-dimethylsilinane
dichloromethaneN  Parameter: -2.40
sN Parameter: 1.10
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetraethylstannane (in MeCN)
MeCNN  Parameter: -2.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN)
MeCNN  Parameter: -2.40
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

4,5-dimethyl-1,3-dioxolane (anti)
dichloromethaneN  Parameter: -2.40
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-ethyl-4,5-dimethyl-1,3-dioxolane (syn)
dichloromethaneN  Parameter: -2.40
sN Parameter: 0.80
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

bis(4-methoxyphenyl)methane (in CH2Cl2)
dichloromethaneN  Parameter: -2.11
sN Parameter: 0.98
**J. Am. Chem. Soc. 2014, 136, 13863-13873
DOI: 10.1021/ja507598y
image of molecule

1,1-dimethylsiletane
dichloromethaneN  Parameter: -2.10
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetraethylstannane (in 1,2-DCE)
1,2-dichloroethaneN  Parameter: -1.90
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(4-chlorophenethyl)trimethylstannane
1,2-dichloroethaneN  Parameter: -1.80
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,3-bis(trimethylstannyl)propane (in MeCN)
MeCNN  Parameter: -1.70
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN)
MeCNN  Parameter: -1.20
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetra-sec.butylstannane (in 1,2-DCE)
1,2-dichloroethaneN  Parameter: -1.10
sN Parameter: 1.15
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(phenethyl)stannane
1,2-dichloroethaneN  Parameter: -1.10
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-propyl-1,3-dioxolane
dichloromethaneN  Parameter: -1.06
sN Parameter: 0.81
***Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN)
MeCNN  Parameter: -1.00
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-phenyldioxolane
dichloromethaneN  Parameter: -0.90
sN Parameter: 0.80
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

3-propylcyclopentene
dichloromethaneN  Parameter: -0.88
sN Parameter: 0.94
***J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

9,10-dihydroanthracene
dichloromethaneN  Parameter: -0.86
sN Parameter: 0.92
***J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

(2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane
1,2-dichloroethaneN  Parameter: -0.80
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(E,E)-2,5-heptadiene
dichloromethaneN  Parameter: -0.74
sN Parameter: 0.99
***J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

4-methyl-2,5-heptadiene
dichloromethaneN  Parameter: -0.73
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

diethylmercury (in MeCN)
MeCNN  Parameter: -0.70
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetrapropylstannane (in 1,2-DCE)
1,2-dichloroethaneN  Parameter: -0.50
sN Parameter: 1.13
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

trimethyl(4-methylphenethyl)stannane
1,2-dichloroethaneN  Parameter: -0.50
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

tetrabutylstannane
dichloromethaneN  Parameter: -0.30
sN Parameter: 1.07
***Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(4-(tert-butyl)phenethyl)trimethylstannane
1,2-dichloroethaneN  Parameter: -0.30
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,4-dihydronaphthalene
dichloromethaneN  Parameter: -0.07
sN Parameter: 1.03
***J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

1,4-cyclohexadiene
dichloromethaneN  Parameter: 0.09
sN Parameter: 0.98
***J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

tetraethylplumbane (in MeCN)
MeCNN  Parameter: 0.10
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

(4-methoxyphenethyl)trimethylstannane
1,2-dichloroethaneN  Parameter: 0.20
sN Parameter: 1.10
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,4-cyclohexadiene (in MeCN)
MeCNN  Parameter: 0.35
sN Parameter: 0.98
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

cycloheptatriene
dichloromethaneN  Parameter: 0.52
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

cycloheptatriene (in MeCN)
MeCNN  Parameter: 0.55
sN Parameter: 0.97
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

xanthene
dichloromethaneN  Parameter: 0.64
sN Parameter: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
DOI: 10.1021/ja0121538
image of molecule

tetraisobutylstannane
dichloromethaneN  Parameter: 1.35
sN Parameter: 1.10
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)
dichloromethaneN  Parameter: 1.88
sN Parameter: 0.96
**J. Am. Chem. Soc. 2014, 136, 13863-13873
DOI: 10.1021/ja507598y
image of molecule

10-methyl-9,10-dihydroacridine (in MeCN)
MeCNN  Parameter: 4.00
sN Parameter: 0.70
-Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)
dichloromethaneN  Parameter: 4.27
sN Parameter: 0.86
**J. Am. Chem. Soc. 2014, 136, 13863-13873
DOI: 10.1021/ja507598y
image of molecule

1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
dichloromethaneN  Parameter: 4.95
sN Parameter: 0.79
**J. Am. Chem. Soc. 2014, 136, 13863-13873
DOI: 10.1021/ja507598y
image of molecule

5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
MeCNN  Parameter: 5.51
sN Parameter: 0.70
***Chem. Eur. J. 2014, 20, 11069-11077
DOI: 10.1002/chem.201403161
image of molecule

10-methyl-9,10-dihydroacridine
dichloromethaneN  Parameter: 5.54
sN Parameter: 0.90
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
MeCNN  Parameter: 6.21
sN Parameter: 0.68
***Chem. Eur. J. 2014, 20, 11069-11077
DOI: 10.1002/chem.201403161
image of molecule

5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
MeCNN  Parameter: 7.15
sN Parameter: 0.81
***Chem. Eur. J. 2014, 20, 11069-11077
DOI: 10.1002/chem.201403161
image of molecule

N-phenyl-1,4-dihydronicotineamide
dichloromethaneN  Parameter: 7.53
sN Parameter: 0.87
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263
image of molecule

N-(p-tolyl)-1,4-dihydronicotineamide
dichloromethaneN  Parameter: 7.68
sN Parameter: 0.95
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263
image of molecule

N-(p-anisyl)-1,4-dihydronicotineamide
dichloromethaneN  Parameter: 8.11
sN Parameter: 0.92
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263
image of molecule

2-(4-nitrophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
MeCNN  Parameter: 8.36
sN Parameter: 0.71
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

N-benzyl-1,4-dihydronicotineamide
dichloromethaneN  Parameter: 8.67
sN Parameter: 0.82
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263
image of molecule

2-(4-(trifluoromethyl)phenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
MeCNN  Parameter: 8.74
sN Parameter: 0.71
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

Hantzsch ester
dichloromethaneN  Parameter: 9.00
sN Parameter: 0.90
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263
image of molecule

2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
MeCNN  Parameter: 9.38
sN Parameter: 0.71
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-phenyl-1,3-dimethyl-benzimidazoline
MeCNN  Parameter: 9.72
sN Parameter: 0.72
***Chem. Asian J. 2009, 4, 1824-1829
DOI: 10.1002/asia.200900322
image of molecule

N-benzyl-1,4-dihydronicotineamide (in 50W50AN)
water-MeCN mixN  Parameter: 9.79
sN Parameter: 0.70
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

N-benzyl-1,4-dihydronicotineamide (in MeCN)
MeCNN  Parameter: 9.80
sN Parameter: 0.70
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

2-(p-anisyl)-1,3-dimethyl-benzimidazoline
MeCNN  Parameter: 10.01
sN Parameter: 0.72
***Chem. Asian J. 2009, 4, 1824-1829
DOI: 10.1002/asia.200900322
image of molecule

2-(p-tolyl)-1,3-dimethyl-benzimidazoline
MeCNN  Parameter: 10.14
sN Parameter: 0.70
***Chem. Asian J. 2009, 4, 1824-1829
DOI: 10.1002/asia.200900322
image of molecule

N-benzyl-1,4-dihydronicotineamide (in 67W33AN)
water-MeCN mixN  Parameter: 10.19
sN Parameter: 0.70
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

NADH (in water)
waterN  Parameter: 10.37
sN Parameter: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
DOI: 10.1039/D2OB02041F
image of molecule

N-benzyl-1,4-dihydronicotineamide (in 80W20AN)
water-MeCN mixN  Parameter: 10.67
sN Parameter: 0.70
*Chem. Eur. J. 2013, 19, 249-263
DOI: 10.1002/chem.201202839
image of molecule

NADPH (in water)
waterN  Parameter: 10.68
sN Parameter: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
DOI: 10.1039/D2OB02041F
image of molecule

N-benzyl-1,4-dihydronicotineamide (in 90W10AN)
water-MeCN mixN  Parameter: 11.35
sN Parameter: 0.66
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
DOI: 10.1002/anie.200804263