Collect. Czech. Chem. Commun. 1979, 44, 558-588

In situ reactions with trichloroacetyl isocyanate and their application to structural assignment of hydroxy compounds by 1H NMR spectroscopy. A general comment

Zdeněk Samek and Miloš Buděšínský

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


The application possibilities of the in situ reactions of trichloroacetyl isocyanate (TAI method) to structural assignment of alcohols by means of 1H NMR spectroscopy are critically evaluated. The possibilities of TAI acylations in various solvents are demonstrated and the reactivity of various functional groups, potentially complicating or extending the applications of TAI, is discussed. In addition to their use in structural analysis such reactions also can serve as model experiments for preparative purposes.