20101-83-1Relevant academic research and scientific papers
Phase transfer catalyzed reactions of chloroform with electrophilic alkenes. Effect of solvent on reaction course
Fedorynski, Michall
, p. 6329 - 6334 (1999)
Reaction of chloroform with acrylic esters 1a-g, carried out in the presence of 50% aq NaOH, benzyltriethylammonium chloride (TEBACl) as a catalyst in heptane, gives exclusively adducts of trichloromethyl anion 2a-g with good yields. The same reaction carried out in the absence of solvent yields a mixture of products.
Phase transfer catalyzed reactions of chloroform with methacrylic esters
Fedorynski,Blazejczyk,Makosza
, p. 709 - 717 (2007/10/03)
Chloroform reacts with an excess of methyl methacrylate in the presence of 50% aq NaOH and benzyltriethylammonium chloride (TEBA) as a catalyst (phase transfer catalysis, PTC) to give a mixture of dichlorocarbene and trichloromethyl anion adducts, 1 and 2, respectively. These additions proceed as parallel processes, there is a slow conversion of 2 → 1, which proceeds as an intramolecular process.
FORMATION OF A REASONABLY STABILIZED TRICHLOROMETHYL ANION BY THE REACTION OF CHLOROFORM WITH ELECTROGENERATED BASE, AND ITS 1,4-ADDITION TO α,β-UNSATURATED CARBONYL COMPOUNDS
Shono, Tatsuya,Ishifune, Manabu,Ishige, Osamu,Uyama, Hiroshi,Kashimura, Shigenori
, p. 7181 - 7184 (2007/10/02)
A reasonably stabilized trichloromethyl anion (TCMA) was formed by the reaction of chloroform with an electrogenerated base prepared by the electroreduction of 2-pyrrolidone, and the addition of this TCMA to α,β-unsaturated esters gave the corresponding β-trichloromethyl esters in good yields.
