Reactions of -propene and its dimer with sodium dialkyldithiocarbamate

Abstract Sodium dialkyldithiocarbamates readily attacked F -propene to give S-(1,1,2,3,3,3-hexafluoropropyl)-N,N-dialkyldithiocarbamates, CF 3 CHFCF 2 SC(S)-NR 2 , and Z and E -S-(1,2,3,3,3-pentafluoropropenyl)-N,N-dialkyldithiocarbamates, CF 3 CFCFSC(S)NR 2 . The pyrolysis of the former compound quantitatively gave the dialkylthiocarbamoyl fluorine, R 2 NC(S)F, while the latter compound and sodium tetraphenylborate formed the corresponding 1,3-dithiolan-2-ylium tetraphenylborate. F -2-Methyl-2-pentene also reacted with sodium dialkyldithiocarbamate to give (CF 3 ) 2 CHC[SC(S)NR 2 ]CFCF 3 . The mechanism of this reaction is supposed to involve a 1,4-RSF-elimination.