Mayr's Database of Reactivity Parameters

Nucleophiles

5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 Found 1298 molecules, displaying page 10 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
glycineamide (in water)
C2H6N2O*
 water

N  Param.: 12.29

sN Param.: 0.58		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycinenitrile (in water)
*
 water

N  Param.: 10.80

sN Param.: 0.61		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycylglycine (anionic, in water)
C4H7N2O3*
 water

N  Param.: 12.91

sN Param.: 0.59		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycylglycylglycine (anionic, in water)
C6H10N3O4*
 water

N  Param.: 12.26

sN Param.: 0.63		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
guanine anion (in water)
*
 water

N  Param.: 11.63

sN Param.: 0.59		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
guanosine anion (in water)
*
 water

N  Param.: 12.09

sN Param.: 0.52		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
H2O (in water)
H2O*
 water

N  Param.: 5.20

sN Param.: 0.89		***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
Hantzsch ester
C13H19NO4*
 dichloromethane

N  Param.: 9.00

sN Param.: 0.90		***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
HCr(CO)3Cp*
*
 dichloromethane

N  Param.: 1.60

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
hexylsilane
*
 dichloromethane

N  Param.: 0.19

sN Param.: 0.73		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HFe(CO)2Cp*
*
 dichloromethane

N  Param.: 8.20

sN Param.: 0.69		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
histidine (anionic, in water)
C6H8N3O2*
 water

N  Param.: 13.83

sN Param.: 0.54		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
HMn(CO)5
*
 dichloromethane

N  Param.: 1.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HMo(CO)3Cp*
*
 dichloromethane

N  Param.: 4.30

sN Param.: 0.77		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HMo(Cp)(CO)3
*
 dichloromethane

N  Param.: 4.88

sN Param.: 0.80		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HOO- (in water)
HO2*
 water

N  Param.: 15.40

sN Param.: 0.55		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
HOs(CO)2Cp*
*
 dichloromethane

N  Param.: 5.20

sN Param.: 0.95		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HRe(CO)5
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HRu(CO)2Cp*
*
 dichloromethane

N  Param.: 8.00

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(C5H4CO2Me)
*
 dichloromethane

N  Param.: -0.90

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(C5H4Me)
*
 dichloromethane

N  Param.: 2.40

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(indenyl)
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3Cp
*
 dichloromethane

N  Param.: 1.70

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3Cp*
*
 dichloromethane

N  Param.: 3.50

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(NO)2Cp
*
 dichloromethane

N  Param.: 4.70

sN Param.: 0.80		-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
hydantoin anion (in DMSO)
*
 DMSO

N  Param.: 17.52

sN Param.: 0.55		***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
hydrazine (in 91M9AN)
H4N2*
 MeOH-MeCN mix

N  Param.: 13.47

sN Param.: 0.70		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
hydrazine (in MeCN)
*
 MeCN

N  Param.: 16.45

sN Param.: 0.56		***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
hydrazine (in water)
*
 water

N  Param.: 13.46

sN Param.: 0.57		***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
hydroxylamine (in 91M9AN)
H3NO*
 MeOH-MeCN mix

N  Param.: 12.23

sN Param.: 0.66		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
hydroxylamine (in MeCN)
*
 MeCN

N  Param.: 12.80

sN Param.: 0.63		***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
hydroxylamine (in water)
H3NO*
 water

N  Param.: 11.41

sN Param.: 0.55		***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
hypobromite (in water)
BrO*
 water

N  Param.: 16.69

sN Param.: 0.46		***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
hypochlorite (in water)
ClO*
 water

N  Param.: 14.50

sN Param.: 0.58		***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
imidazole (in 91M9AN)
C3H4N2*
 MeOH-MeCN mix

N  Param.: 10.41

sN Param.: 0.70		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
imidazole (in DMSO)
*
 DMSO

N  Param.: 11.58

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in MeCN)
*
 MeCN

N  Param.: 11.47

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in water)
*
 water

N  Param.: 9.63

sN Param.: 0.57		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole anion (in DMSO)
*
 DMSO

N  Param.: 21.09

sN Param.: 0.51		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
Indole
C8H7N*
 dichloromethane

N  Param.: 5.55

sN Param.: 1.09		***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
isobutylenyl-ethylether
C6H12O*
 dichloromethane

N  Param.: 4.23

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isopropanol (in aq. sulfuric acid)
C3H8O*
 water

N  Param.: -2.60

sN Param.: 0.80		*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
isopropanol (in MeCN)
*
 MeCN

N  Param.: 6.82

sN Param.: 0.70		***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
isopropanolate (in 91iPr9AN)
C3H8O-*
 iPrOH-MeCN mix

N  Param.: 17.71

sN Param.: 0.58		***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
isopropanolate (in propan-2-ol)
C3H8O-*
 iPrOH

N  Param.: 17.03

sN Param.: 0.63		***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
isopropylamine (in MeCN)
*
 MeCN

N  Param.: 13.77

sN Param.: 0.70		***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
isopropylamine (in water)
C3H9N*
 water

N  Param.: 12.00

sN Param.: 0.56		***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
KBH4 (in DMSO)
BH4-*
 DMSO

N  Param.: 15.14

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
leucine (anionic, in water)
C6H12NO2*
 water

N  Param.: 14.01

sN Param.: 0.52		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO3*
 MeCN

N  Param.: 8.13

sN Param.: 0.85		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate
C15H12BF6LiO2S*
 MeCN

N  Param.: 11.23

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate
C18H18BF6LiO2S*
 MeCN

N  Param.: 10.13

sN Param.: 0.91		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate
C19H20BF6LiO2S*
 MeCN

N  Param.: 5.53

sN Param.: 1.00		*Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate
C19H27BLiNO2S*
 MeCN

N  Param.: 8.02

sN Param.: 0.89		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate
C18H13BF3LiO2S*
 MeCN

N  Param.: 6.50

sN Param.: 0.77		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate
C17H19BF3LiO2S*
 MeCN

N  Param.: 11.85

sN Param.: 0.72		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate
C17H21BClLiO2S*
 MeCN

N  Param.: 6.77

sN Param.: 0.88		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate
C18H24BLiO3S*
 MeCN

N  Param.: 7.51

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate
C18H24BLiO2S*
 MeCN

N  Param.: 6.98

sN Param.: 0.93		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate
C17H22BLiO2S*
 MeCN

N  Param.: 7.24

sN Param.: 0.83		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C18H22BF6LiO2*
 MeCN

N  Param.: 9.49

sN Param.: 0.82		***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C22H24BF6LiO2*
 MeCN

N  Param.: 7.46

sN Param.: 0.76		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C17H20BF6LiO2*
 MeCN

N  Param.: 8.71

sN Param.: 0.80		***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
 MeCN

N  Param.: 11.20

sN Param.: 0.64		*J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H22BF6LiO2*
 MeCN

N  Param.: 6.30

sN Param.: 0.78		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H23BF3LiO2*
 MeCN

N  Param.: 7.15

sN Param.: 0.77		***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C19H24BLiO2*
 MeCN

N  Param.: 8.92

sN Param.: 0.70		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H21BF3LiO2*
 MeCN

N  Param.: 7.72

sN Param.: 0.75		*Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H21BF3LiO2*
 MeCN

N  Param.: 7.68

sN Param.: 0.78		***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H23BF3LiO2*
 MeCN

N  Param.: 6.63

sN Param.: 0.75		*Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H25BF3LiO2*
 MeCN

N  Param.: 8.56

sN Param.: 0.76		***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H26BLiO2*
 MeCN

N  Param.: 10.97

sN Param.: 0.63		**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
 MeCN

N  Param.: 11.00

sN Param.: 0.57		***J. Am. Chem. Soc. 2022, 144, 16118-16130
10.1021/jacs.2c06493
lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN)
C20H23BF3LiO2*
 MeCN

N  Param.: 11.29

sN Param.: 0.76		***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium bis(5-methylthiophen-2-yl)pinacolborate
C16H22BLiO2S2*
 MeCN

N  Param.: 7.67

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium indenide (in DMSO)
C9H7Li*
 DMSO

N  Param.: 23.66

sN Param.: 0.70		***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
m-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
 DMF

N  Param.: 23.40

sN Param.: 0.51		*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
 DMSO

N  Param.: 22.62

sN Param.: 0.51		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in MeCN)
*
 MeCN

N  Param.: 23.20

sN Param.: 0.51		*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-methoxyphenolate (in MeCN)
C7H7KO2*
 MeCN

N  Param.: 18.81

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)
C6H4NO3*
 DMF

N  Param.: 22.41

sN Param.: 0.54		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)
C6H4NO3*
 DMSO

N  Param.: 21.29

sN Param.: 0.54		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in MeCN)
C6H4NO3*
 MeCN

N  Param.: 25.51

sN Param.: 0.43		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-xylene
C8H10*
 dichloromethane

N  Param.: -3.57

sN Param.: 2.08		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
magnesium 2-carboperoxybenzoate (in H2O)
C8H4O5*
 water

N  Param.: 18.43

sN Param.: 0.46		***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
maleimide anion (in DMSO)
*
 DMSO

N  Param.: 14.87

sN Param.: 0.76		***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
Me2 Imd boronate
*
 dichloromethane

N  Param.: 11.88

sN Param.: 0.71		***Org. Lett. 2012, 14, 82-85
10.1021/ol202836p
Me2S(O)=CH2 (in DMSO)
*
 DMSO

N  Param.: 21.29

sN Param.: 0.47		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(4-CN-C6H4) (in DMSO)
*
 DMSO

N  Param.: 21.07

sN Param.: 0.68		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(p-NO2-C6H4) (in DMSO)
*
 DMSO

N  Param.: 18.42

sN Param.: 0.65		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH-CN (in DMSO)
*
 DMSO

N  Param.: 16.23

sN Param.: 0.60		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
Me2S=CH-CO2Et (in DMSO)
*
 DMSO

N  Param.: 15.85

sN Param.: 0.61		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
Meldrum's acid iodonium ylide (in CH2Cl2)
*
 dichloromethane

N  Param.: 4.36

sN Param.: 1.06		***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
MeO-Breslow 1a
*
 THF

N  Param.: 14.77

sN Param.: 0.80		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1b
*
 THF

N  Param.: 10.45

sN Param.: 0.81		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1c
*
 THF

N  Param.: 16.61

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1e
*
 THF

N  Param.: 15.65

sN Param.: 0.52		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeSO-CH-CO2Et (in DMSO)
*
 DMSO

N  Param.: 20.61

sN Param.: 0.64		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
MeSO2-CH-CO2Et (in DMSO)
*
 DMSO

N  Param.: 18.00

sN Param.: 0.66		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
methanesulfonamide anion (in DMSO)
*
 DMSO

N  Param.: 18.61

sN Param.: 0.53		***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883