Uses of Chloramine-T

Chloramine-T is a white powders,it is used as a reagent in organic synthesis.It is commonly used as cyclizing agent in the synthesis of aziridine, oxadiazole, isoxazole and pyrazoles.It's a inexpensive, low toxic and mild oxidizing agent, and it also acts as a source of nitrogen anions and eletrophilic cations. But it may undergo degradation on long term exposure to atmosphere, so care must be taken during the storage.

Reactions

Chloramine-T contains active (electrophilic) chlorine. Its reactivity is similar to that of sodium hypochlorite. Aqueous solutions of chloramine-T are slightly basic (pH typically 8.5). The pKa of the closely related N-chlorophenylsulfonamide C6H5SO2NClH is 9.5.

It is prepared by oxidation of toluenesulfonamide with sodium hypochlorite, with the latter being produced in situ from sodium hydroxide and chlorine (Cl2):

Uses

Chloramine-T trihydrate is used as an intermediate in the manufacture of chemical substances such as pharmaceuticals. It combines with iodogen or lactoperoxidase and is commonly used for labeling peptides and proteins with radioiodine isotopes. Hypochlorite released from chloramine-T acts as an effective oxidizing agent for iodide to form iodine monochloride (ICl).

Oxidant

Chloramine-T is a strong oxidant. It oxidizes hydrogen sulfide to sulfur and mustard gas to yield a harmless crystalline sulfimide.

Solubility

Soluble in water and ethyl alcohol. Insoluble in benzene and ethers.