Mayr's Database of Reactivity Parameters

Acceptor-Substituted Ethylenes

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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
(E)-2-(4-methoxybenzylidene)acenaphthylen-1(2H)-one
C20H14O2 *

E Param.: -18.72

*** J. Phys. Org. Chem. 2026, 39, e70061
10.1002/poc.70061
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