Mayr's Database of Reactivity Parameters

Acceptor-Substituted Ethylenes

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles
1 | 2 « Back Found 129 molecules, displaying page 1 of 2 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
3-methylcyclohexenone
C7H10O*
 DMSO

E Param.: -29.60

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylcyclopentenone
C6H8O*
 DMSO

E Param.: -28.90

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
2-methylcyclohexenone
C7H10O*
 DMSO

E Param.: -27.50

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)
C15H14O2S*
 DMSO

E Param.: -24.69

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
cinnamonitrile (in DMSO)
C9H7N*
 DMSO

E Param.: -24.60

*J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl cinnamate (in DMSO)
C11H12O2*
 DMSO

E Param.: -24.52

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
diethyl 2-((julolidine-9-yl)methylene)malonate
C20H25NO4*

E Param.: -23.80

*Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
ethyl (E)-but-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -23.59

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
N,N-dimethylprop-2-enamide (in DMSO)
C5H9NO*
 DMSO

E Param.: -23.54

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
diethyl 2-((1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylene)malonate
C18H23NO4*

E Param.: -23.40

*Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-(dimethylamino)benzylidene malonate
C16H21NO4*

E Param.: -23.10

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
(E)-4-phenylbut-3-en-2-one (in DMSO)
C10H10O*
 DMSO

E Param.: -23.01

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl 2-methylprop-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -22.77

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-methylcyclopentenone
C6H8O*
 DMSO

E Param.: -22.10

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclohexenone
C6H8O*
 DMSO

E Param.: -22.10

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cycloheptenone
C7H10O*
 DMSO

E Param.: -22.00

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
dihydro-2H-pyran-2-one
C5H6O2*
 DMSO

E Param.: -21.80

**Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
diethyl 4-methoxy-benzylidene malonate
C15H18O5*

E Param.: -21.47

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-methyl-benzylidene malonate
C15H18O4*

E Param.: -21.11

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
furan-2(5H)-one
C4H4O2*
 DMSO

E Param.: -20.70

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclopentenone
C5H6O*
 DMSO

E Param.: -20.60

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
diethyl benzylidene malonate
C14H16O4*

E Param.: -20.55

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
tert-butyl prop-2-enoate (in DMSO)
C7H12O2*
 DMSO

E Param.: -20.22

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
3-methylenetetrahydropyran-2-one
C6H8O2*
 DMSO

E Param.: -19.50

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
diethyl maleate
C8H12O4*
 DMSO

E Param.: -19.49

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
3-methylenedihydrofuranone
C5H6O2*
 DMSO

E Param.: -19.40

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
(E)-1,3-diphenylprop-2-en-1-one (in DMSO)
C15H12O*
 DMSO

E Param.: -19.39

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO)
C10H9NO3*
 DMSO

E Param.: -19.36

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4-methyl-1-(4-nitrophenyl)pent-1-en-3-one (in DMSO)
C12H13NO3*
 DMSO

E Param.: -19.17

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one
C13H15NO3*
 DMSO

E Param.: -19.15

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

E Param.: -19.10

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
ethyl prop-2-enoate (in DMSO)
C5H8O2*
 DMSO

E Param.: -19.07

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
acrylonitrile (in DMSO)
C3H3N*
 DMSO

E Param.: -19.05

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
diethyl 3-chloro-benzylidene malonate
C14H15ClO4*

E Param.: -18.98

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
bh 6f
*

E Param.: -18.90

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
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
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
 DMSO

E Param.: -18.36

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
bh 6k
*

E Param.: -18.20

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
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
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
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
(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. 2025, 23, 827-834
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.[...]
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.[...]
ani(t-Bu)2QM
*

E Param.: -16.11

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
(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. 2025, 23, 827-834
10.1039/D4OB01855A
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. 2025, 23, 827-834
10.1039/D4OB01855A
fumaronitrile
C4H2N2*
 DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
(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. 2025, 23, 827-834
10.1039/D4OB01855A
1,2-diaza-1,3-diene 1d
*
 DMSO

E Param.: -15.38

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,2-diaza-1,3-diene 1f
*
 MeOH

E Param.: -15.30

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1-phenylprop-2-en-1-one (in DMSO)
C9H8O*
 DMSO

E Param.: -15.25

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-6-(4-methoxybenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O4*

E Param.: -15.20

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
2,6-di-tert.butyl-4-(3-fluorobenzylidene)cyclohexa-2,5-dienone
C21H25FO*

E Param.: -15.03

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
1,2-diaza-1,3-diene 1c
*
 DMSO

E Param.: -14.91

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,2-diaza-1,3-diene 1e
*
 MeOH

E Param.: -14.90

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
(E)-6-(4-methylbenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O3*

E Param.: -14.85

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
4-methoxy-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.70

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
jul-indan-1,3-dione
C22H19NO2*

E Param.: -14.68

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide
*
 DMSO

E Param.: -14.55

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2,6-di-tert.butyl-4-(3,5-difluorobenzylidene)cyclohexa-2,5-dienone
C21H24F2O*

E Param.: -14.50

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
(E)-6-benzylidenebenzo[d][1,3]dioxol-5(6H)-one
C14H10O3*

E Param.: -14.47

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
2,6-di-tert.butyl-4-(4-nitrobenzylidene)cyclohexa-2,5-dienone
C21H25NO3*

E Param.: -14.36

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
4-methyl-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.23

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
N-methyl maleimide
C5H7NO2*
 DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
(E)-6-(3-fluorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9FO3*

E Param.: -14.00

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-chlorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9ClO3*

E Param.: -13.99

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
jul Meldrum's acid
C19H21NO4*

E Param.: -13.97

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
1,2-diaza-1,3-diene 1b
*
 DMSO

E Param.: -13.90

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene
*
 DMSO

E Param.: -13.88

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.85

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
julBBS
C19H21N3O3*

E Param.: -13.84

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2*

E Param.: -13.56

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
(E)-6-(4-(trifluoromethyl)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H9F3O3*

E Param.: -13.54

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
dma(Ph)2QM
C27H23NO*

E Param.: -13.39

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
4-bromo-<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.37

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
p-(dimethylamino)benzylidenemalononitrile
C12H11N3*

E Param.: -13.30

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
1,2-diaza-1,3-diene 1a
*
 DMSO

E Param.: -13.28

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
(E)-6-(4-nitrobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9NO5*

E Param.: -13.15

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785