CAS 24165-03-5: triphenylmethanesulfenyl chloride

Triphenylmethanesulfenyl chloride is a nucleophilic reagent that reacts with hydrochloric acid to form triphenylmethanesulfonyl chloride. This compound is a key precursor in the synthesis of technetium-99m, which is used in diagnostic nuclear medicine. Triphenylmethanesulfenyl chloride was first synthesized by K. W. James and J. F. Danielli in 1961 as a means to produce Tc-99m by reacting it with Cl- via nucleophilic substitution at the sulfur atom. The macrocyclic structure of this compound has been determined using X-ray crystal structures and isolated yields have been shown to be high (typically >95%). Triphenylmethanesulfenyl chloride can also be used for the preparation of other organic compounds, such as carbodiimides and carboxamides, through its reaction with carbonic anhydrase or carbodiimide respectively.

Applications Intermediate in the preparation of precursors for cyclic polysulfides. References Abu-Yousef, I. et al.; J. Sulfur Chem. 28, 251 (2007)