Polarography of organomercury compounds. Ethyl α-bromomercuryphenylacetate and its derivatives was written by Beletskaya, I. P.;Butin, K. P.;Reutov, O. A.. And the article was included in Zhurnal Organicheskoi Khimii in 1967.Application In Synthesis of Ethyl (2-bromophenyl)acetate This article mentions the following:
Polarographic reduction of RCH(HgBr)CO2Et (I) was carried out in 50% aqueous MeOH at 25 ± 0.5° with various supporting electrolytes (S). Two half-wave potentials (E1/2 and E1/2′) were observed with associated diffusion currents (id and id’) (R, I concentration in millimoles/l., S, S normality, E1/2 in mv., id in μamp., E1/2′ in mv., id’ in μamp.): Ph 0.051, NaBF4, 0.1, 70, 0.065, 285, 0.082; Ph, 0.510, NaBF4, 0.1, 83, 0.750, 344, 0.770; Ph, 0.080, LiClO4, 0.1, 80, 0.140, 320, 0.190; Ph, 0.500, LiClO4, 0.1, 115, 0.850, 370, 0.850; Ph, 0.051, NaBF4, 0.1 (with 10-2M NaBr), 153, 0.070, 255, 0.080; Ph, 0.510, NaBF4, 0.1 (with 10-2M NaBr), 145, 0.830, 275, 0.890. Reduction in a buffered solution (0.05M Britton-Robinson buffer pH 7.0) with 0.1N KNO3 as S gave the following results (R, E1/2 in mv., and E1/2′ in mv.): m-BrC6H4, 25, 145; p-IC6H4, 40, 162; p-BrC6H4, 80, 177; p-ClC6H4, 25, 179; o-BrC6H4, 30, 128; p-FC6H4, 40, 197; H, 50, 220; m-MeC6H4, 75, 225; p-EtC6H4, 90, 224°; p-iso-PrC6H4, 130, 246; o-MeC6H4, 40, 180; m-tert-BuC6H4, 55, 257. Following reaction steps were proposed: I + e ⇄ RCH(Hg·)CO2Et → [RCH(CO2Et)]2Hg + Hg0, and [RCH(CO2Et)]2Hg + 2 e → 2RCH2CO2Et + Hg0. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Application In Synthesis of Ethyl (2-bromophenyl)acetate).
Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application In Synthesis of Ethyl (2-bromophenyl)acetate
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary