N-Chlorosaccharin

CAS 14070-51-0, Cat. No EN300-262964
Reagent for chlorination

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N-Chlorosaccharin is an electrophilic chlorinating reagent widely used in organic synthesis. Its scope includes chlorination, chlorofluorination, chloroamidation, and chlorohydroxylation of alkenes and alkynes, as well as the functionalization of aromatic compounds and C–H bonds¹. N-Chlorosaccharin is valuable for synthesizing N-thiocyanatosaccharin and N-trifluoromethylthiosaccharin. The reagent can oxidize alcohols to aldehydes or ketones and regioselectively convert epoxides into vicinal haloalcohols or dihalides. It exhibits high reactivity under mild conditions, making it suitable for complex and sensitive substrates. The reagent is a white, moisture-sensitive powder soluble in common organic solvents (e.g., dichloromethane, chloroform, and acetonitrile). It is stable under dry conditions but should be protected from light.

Synonyms: 2-chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; N-chlorosaccharine; 1,2-benzisothiazol-3(2H)-one, 2-chloro-, 1,1-dioxide; NCSAC; NCSA; o-benzoic N-chlorosulphinide; 2-chloro-1,1-dioxo-1,2-benzothiazol-3-one