Dichloroisocyanuric acid

Last updated
Dichloroisocyanuric acid
Dichlor Troclosene.svg
Dichlor
Dichlor Troclosene3d.png
Dichlor
Names
Preferred IUPAC name
1,3-Dichloro-1,3,5-triazinane-2,4,6-trione
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.625 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
UNII
  • InChI=1S/C3HCl2N3O3/c4-7-1(9)6-2(10)8(5)3(7)11/h(H,6,9,10) Yes check.svgY
    Key: CEJLBZWIKQJOAT-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C3HCl2N3O3/c4-7-1(9)6-2(10)8(5)3(7)11/h(H,6,9,10)
    Key: CEJLBZWIKQJOAT-UHFFFAOYAN
  • C1(=O)NC(=O)N(C(=O)N1Cl)Cl
  • ClN1C(=O)NC(=O)N(Cl)C1=O
Properties
C3HCl2N3O3
Molar mass 197.96 g/mol
Density 2.2 g/cm3
Melting point 225 °C (437 °F; 498 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Dichloroisocyanuric acid, also known as dichlor or dichloro-s-triazinetrione and is marketed under many names (e.g. troclosene), is a chemical compound with the formula (C(O)NCl)2(C(O)NH).

Contents

Synthesis

Dichloroisocyanuric acid is manufactured by chlorination of cyanuric acid: [1]

(C(O)NH)3 + 2 Cl2 → (C(O)NCl)2(C(O)NH) + 2 HCl

It is a colourless solid. [2]

Mechanism of action

Dichloroisocyanuric acid is an oxidizer, reacting with water to form chlorine gas. [2]

Although the bleaching agent in most chlorine based bleach is sodium hypochlorite, the sodium salt of dichloroisocyanuric acid, sodium dichloroisocyanurate, is the active ingredient in commercial disinfectant bacteriocides, algicides, and cleaning agents [3] such as the pulverized cleanser Comet. [4]

When dissolved in water, cyanuric acid forms a weak bond with dissolved chlorine, protecting it from breakdown by the sun's UV rays while not preventing the chlorine from oxidizing contaminants. For outdoor pools, dichlor should be added until cyanuric acid levels reach 30-50 ppm. Thereafter, sodium hypochlorite or other forms of chlorine can be used to maintain sanitation levels without continuing to add additional cyanuric acid to the system. At very high levels, cyanuric acid can reduce the ability of free chlorine to eliminate certain microbial contaminants. [5]

See also

References

  1. ↑ Huthmacher, K.; Most, D. "Cyanuric Acid and Cyanuric Chloride". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_191. ISBN   978-3-527-30673-2.
  2. 1 2 "Pubchem Dichloroisocyanuric acid". Apr 17, 2021.
  3. ↑ "Alfa Aesar™ Dichloroisocyanuric acid sodium salt, 97% (dry wt.), water <3%" . Retrieved April 22, 2021.
  4. ↑ "Procter&Gamble MSDS Comet Powder" (PDF). Oct 15, 2013.
  5. ↑ "Fact Sheet on Cyanuric Acid and Stabilized Chlorine Products" (PDF). Retrieved March 5, 2025– via Montana Department of Public Health.{{cite web}}: CS1 maint: url-status (link)
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