Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 Found 367 molecules, displaying page 2 of 8 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
bh 6l
*

E Param.: -18.90

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
methyl prop-2-enoate (in DMSO)
C4H6O2*
DMSO

E Param.: -18.84

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
bh6a
*

E Param.: -18.60

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
methyl diazoacetate
C3H4N2O2*

E Param.: -18.50

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
1-methylpiperidin-4-one (in DMSO)
C6H11NO*
DMSO

E Param.: -18.40

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
DMSO

E Param.: -18.36

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(p-nitrophenyl)diazomethane
C7H5N3O2*

E Param.: -18.30

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
bh 6k
*

E Param.: -18.20

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)
C8H12O3*
DMSO

E Param.: -18.20

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
dimethyl diazomalonate
C5H6N2O4*

E Param.: -18.20

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
phenyl isothiocyanate
C7H5NS*
DMSO

E Param.: -18.15

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diethyl 4-cyano-benzylidene malonate
C15H15NO4*

E Param.: -18.06

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
jul(t-Bu)2QM
*

E Param.: -17.90

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
bh6j
*

E Param.: -17.90

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
hex-3-yn-2-one
C6H8O*

E Param.: -17.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
diethyl fumarate
C8H12O4*
DMSO

E Param.: -17.79

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
carbon disulfide
CS2*
DMSO

E Param.: -17.70

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diethyl 4-nitrobenzylidene malonate
C14H15NO6*

E Param.: -17.67

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
(E)-3-(4-cyano-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
DMSO

E Param.: -17.64

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
cyclobutanone (in DMSO)
C4H6O*
DMSO

E Param.: -17.50

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one
C24H30O2*
DMSO

E Param.: -17.42

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
(E)-3-(4-nitro-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
DMSO

E Param.: -17.33

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
bh 6m
*

E Param.: -17.30

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
dma(t-Bu)2QM
*

E Param.: -17.29

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
2,6-dimethoxy-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO3*

E Param.: -17.18

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
(E)-6-((1-methyl-1H-pyrrol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C13H11NO3*

E Param.: -17.03

***Org. Biomol. Chem. 2024, , accepted
10.1039/D4OB01855A
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one
C23H28O*
DMSO

E Param.: -17.00

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
thian-4-one (in DMSO)
C5H8OS*
DMSO

E Param.: -16.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
4-phenylbut-3-yn-2-one
C10H8O*

E Param.: -16.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27ClO*
DMSO

E Param.: -16.84

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
but-3-en-2-one (in DMSO)
C4H6O*
DMSO

E Param.: -16.76

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S*
DMSO

E Param.: -16.63

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
butynone
C4H4O*

E Param.: -16.60

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline
*
DMSO

E Param.: -16.53

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2,6-dimethoxy-4-(4-methoxybenzylidene)cyclohexa-2,5-dienone
C16H16O4*

E Param.: -16.38

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO*

E Param.: -16.36

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
(E)-2,6-di-tert-butyl-4-(3-(4-nitrophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27NO3*
DMSO

E Param.: -16.25

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
p-quinone (C-H)
C6H4O2*

E Param.: -16.19

**J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
ani(t-Bu)2QM
*

E Param.: -16.11

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
2,5-dichloroquinone (C-Cl)
C6H2Cl2O2*

E Param.: -16.11

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
(E)-6-(4-(dimethylamino)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H15NO3*

E Param.: -16.07

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H12O3*

E Param.: -16.00

***Org. Biomol. Chem. 2024, , accepted
10.1039/D4OB01855A
(E)-N-benzylidene-P,P-diphenylphosphinic amide
C19H16NOP*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-nitrophenyl isothiocyanate
C7H4N2O2S*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
tol(t-Bu)2QM
C22H28O*

E Param.: -15.83

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
(E)-6-(furan-2-ylmethylene)benzo[d][1,3]dioxol-5(6H)-one
C12H8O4*

E Param.: -15.73

***Org. Biomol. Chem. 2024, , accepted
10.1039/D4OB01855A
fumaronitrile
C4H2N2*
DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS*
DMSO

E Param.: -15.60

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
(E)-6-((1-methyl-1H-indol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C17H13NO3*

E Param.: -15.55

***Org. Biomol. Chem. 2024, , accepted
10.1039/D4OB01855A