Guo, Xingwei published the artcileManifestation of Polar Reaction Pathways of 2,3-Dichloro-5,6-dicyano-p-benzoquinone, Name: Ethyl 3-(dimethylamino)acrylate, the publication is Journal of the American Chemical Society (2013), 135(33), 12377-12387, database is CAplus and MEDLINE.
Reactions of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) with silyl enol ethers, silyl ketene acetals, allylsilanes, enamino esters, and diazomethanes have been studied in CH3CN and CH2Cl2 solutions The second-order rate constants for C attack at DDQ (log kC) correlate linearly with the nucleophile-specific parameters N and sN and are 2-5 orders of magnitude larger than expected for SET processes, which strongly supports the polar mechanism for C-C bond formation. The second-order rate constants for O attack agree well with the calculated rate constants for rate-determining single electron transfer (SET). As a radical clock experiment ruled out outer sphere electron transfer, an inner sphere electron transfer mechanism is suggested for O attack.
Journal of the American Chemical Society published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Name: Ethyl 3-(dimethylamino)acrylate.
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https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics