Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Ethyl 3-Ethoxy-2-Propenoate, is researched, Molecular C7H12O3, CAS is 1001-26-9, about Vinyl carbanions. Part 11. Influence of substituents on regioselectivity of vinyllithium formation with acrylic acid derivatives.Recommanded Product: 1001-26-9.
The regioselectivity of vinylic deprotonation of β-alkoxy-, β-(dialkylamino)-, and β-(N-alkylacylamino)acrylate esters and nitriles is substituent-dependent. Lithiation of EtOCH:CHCN and dihydro-3-[(dimethylamino)methylene]-2(3H)-furanone gave EtOCH:CLiCN and dihydro-3-[lithio(dimethylamino)methylene]-2(3H)-furanone, resp. The corresponding acrylamides or systems with addnl. α-alkyl or α-MeS substituents were lithiated at the β-position. E.g., lithiation of MeOCH:CHCONEt2 gave MeOCLi:CHCONEt2.
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Reference:
Bromide – Wikipedia,
bromide – Wiktionary