137448-54-5Relevant academic research and scientific papers
Reaction of carbonyl ylides with chloroform
Bekhazi, Michel,Lawrynowicz, Witold,Warkentin, John
, p. 1507 - 1510 (2007/10/02)
Carbonyl ylides 2, generated by thermolysis of alkoxyoxadiazolines 1 in chloroform, react with chloroform to form ketals (3) of 1,1,1-trichloropropanone.The isotope effect at 80 deg C, determined by analysis of products from thermolysis of 1 in mixed solvent (CHCl3/CDCl3, both in large excess) was estimated to be kH/kD = 5.A mechanism involving concerted C-Cl and C-H bond formation between the ylide C atoms and the Cl and H atoms of chloroform is proposed.The ketals of 1,1,1-trichloropropanone are the first to be reported. Key words: carbonyl ylide, reaction with chloroform; chloroform, reaction with carbonyl ylides; ketals, of 1,1,1-trichloropropanone; 1,1,1-trichloropropanone, ketals of
