Mayr's Database of Reactivity Parameters

Carbanions in DMSO

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Carbanions » Carbanions in DMSO

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
anion of Meldrums acid (in DMSO)
C6H7O4 *
 DMSO

N  Param.: 13.91

sN Param.: 0.86		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of dimedone (in DMSO)
C8H11O2 *
 DMSO

N  Param.: 16.27

sN Param.: 0.77		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of acetylacetone (in DMSO)
C5H7O2 *
 DMSO

N  Param.: 17.64

sN Param.: 0.73		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of ethyl acetylacetate (in DMSO)
C6H9O3 *
 DMSO

N  Param.: 18.82

sN Param.: 0.69		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of malononitrile (in DMSO)
C3HN2 *
 DMSO

N  Param.: 19.36

sN Param.: 0.67		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of ethyl cyanoacetate (in DMSO)
C5H6NO2 *
 DMSO

N  Param.: 19.62

sN Param.: 0.67		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of diethyl malonate (in DMSO)
C7H11O4 *
 DMSO

N  Param.: 20.22

sN Param.: 0.65		 *** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of nitroethane (in DMSO)
C2H4NO2 *
 DMSO

N  Param.: 21.54

sN Param.: 0.62		 *** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
anion of diethyl methylmalonate (in DMSO)
C8H13O4- *
 DMSO

N  Param.: 21.13

sN Param.: 0.68		 *** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of 3-methyl acetylacetone (in DMSO)
C6H9O2- *
 DMSO

N  Param.: 18.38

sN Param.: 0.72		 *** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e