9641. Trichloroisocyanuric Acid

Nomenclature

CAS number: 87-90-1
1,3,5-Trichloro-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione; trichloroiminocyanuric acid; TCCA; ACL-85; Chloreal; Symclosene.
C3Cl3N3O3; mol wt 232.41.
C 15.50%, Cl 45.76%, N 18.08%, O 20.65%.

Description and references

Industrially significant bleaching agent and biocide. Prepn: F. D. Chattaway, J. M. Wadmore, J. Chem. Soc. 81, 191 (1902); Hands, Whitt, J. Soc. Chem. Ind. 67, 66 (1948). Structure determn: R. C. Petterson et al., J. Org. Chem. 25, 1595 (1960). Review of synthetic applications as a chlorinating agent or oxidant: U. Tilstam, H. Weinmann, Org. Process Res. Dev. 6, 384-393 (2002); J. C. Barros, Synlett 2005, 2115-2116.

Chemical structure

Properties

Needles from ethylene chloride, mp 246-247° (dec). Oxidizer. May be stored in the dry state for at least a year. Releases hypochlorous acid on contact with water. pH of aq solns about 4.4. Soly in water at 25° about 0.2%. Sol in chlorinated and highly polar solvents.

Caution

Moderately irritating to eyes, skin, mucous membranes.

Use

Chlorinating agent, disinfectant, industrial deodorant. In household cleansers. In removing oil and protein in stainless steel. In nonshrink treatment for wool. Oxidant and chlorinating reagent in organic synthesis.

Therapeutic Category

Anti-infective (topical).

Keywords

Antiseptic/Disinfectant; Halogens/Halogen Containing Compounds