134365-55-2Relevant academic research and scientific papers
TRIFLUOROACETIC ACID IN THE SYNTHESIS OF THIOLCARBAMATES AND S-METHYL ALKANETHIOATES
Polivin, Yu. N.,Ageev, E. A.
, p. 178 - 180 (1991)
The major products of the reaction of 2-bromohexanoic acid with methyl thiocyanate in trifluoroacetic acid are S-methyl 2-bromohexanethioate (II) (55percent yield), S-methyl 2,2,2-trifluoroethanethioate (IV) (31percent yield), N-trifluoroacetyltrifluoroacetamide (V) (11percent yield), and N-trifluoroacetyl-S-methylthiolcarbamate (III) (29percent yield).N-2-Bromohexanoyl-S-methylthiolcarbamate (I), N-2-bromohexanoyltrifluoroacetamide (VI), 2-thiapropioamide (VII), and S-methyl hexanethioate (VIII) are also formed in minor amounts.
TRIFLUOROACETIC ACID IN THE SYNTHESIS OF THIOCARBAMATES AND ESTERS OF THIOCARBOXYLIC ACIDS
Polivin, Yu. N.,Vinokurov, V. A.,Karakhanov, R. A.,Silin, M. A.,Ageev, E. A.,Tagavov, I. T.
, p. 1832 - 1834 (2007/10/02)
It was demonstrated by chromatographic mass spectrometry and NMR and IR spectroscopy that products of the reaction of trifluoroacetic acid with methyl thiocyanate - N-trifluoroacetyl S-methyl thiocarbamate, S-methyl trifluoroethanethioate, and N-trifluoroacetyltrifluoroacetamide - are formed simultaneously in the synthesis of thiocarbamates and esters of thiocarboxylic acids from aliphatic carboxylic acids and the nonisomerized thiocyanates in trifluoroacetic acid.
