Dichloroisocyanuric acid

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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 ?)
Infobox references

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]

See also

Related Research Articles

Chlorine Chemical element, symbol Cl and atomic number 17

Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is a yellow-green gas at room temperature. It is an extremely reactive element and a strong oxidising agent: among the elements, it has the highest electron affinity and the third-highest electronegativity on the revised Pauling scale, behind only oxygen and fluorine. On several scales other than the revised Pauling scale, nitrogen's electronegativity is also listed as greater than chlorine's, such as on the Allen, Allred-Rochow, Martynov-Batsanov, Mulliken-Jaffe, Nagle, and Noorizadeh-Shakerzadeh electronegativity scales.

Halogen Group of chemical elements

The halogens are a group in the periodic table consisting of five or six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), and astatine (At). The artificially created element 117, tennessine (Ts), may also be a halogen. In the modern IUPAC nomenclature, this group is known as group 17.

Sodium chloride Chemical compound with formula NaCl

Sodium chloride, commonly known as salt, is an ionic compound with the chemical formula NaCl, representing a 1:1 ratio of sodium and chloride ions. With molar masses of 22.99 and 35.45 g/mol respectively, 100 g of NaCl contains 39.34 g Na and 60.66 g Cl. Sodium chloride is the salt most responsible for the salinity of seawater and of the extracellular fluid of many multicellular organisms. In its edible form of table salt, it is commonly used as a condiment and food preservative. Large quantities of sodium chloride are used in many industrial processes, and it is a major source of sodium and chlorine compounds used as feedstocks for further chemical syntheses. A second major application of sodium chloride is de-icing of roadways in sub-freezing weather.

The chlorite ion, or chlorine dioxide anion, is the halite with the chemical formula of ClO
2
. A chlorite (compound) is a compound that contains this group, with chlorine in the oxidation state of +3. Chlorites are also known as salts of chlorous acid.

Sodium hypochlorite Chemical compound

Sodium hypochlorite is a chemical compound with the formula NaOCl or NaClO, comprising a sodium cation and a hypochlorite anion. It may also be viewed as the sodium salt of hypochlorous acid. The anhydrous compound is unstable and may decompose explosively. It can be crystallized as a pentahydrate NaOCl·5H
2
O
, a pale greenish-yellow solid which is not explosive and is stable if kept refrigerated.

Chlorine dioxide Chemical compound

Chlorine dioxide is a chemical compound with the formula ClO2 that exists as yellowish-green gas above 11 °C, a reddish-brown liquid between 11 °C and −59 °C, and as bright orange crystals below −59 °C. It is an oxidizing agent, able to transfer oxygen to a variety of substrates, while gaining one or more electrons via oxidation-reduction (redox). It does not hydrolyze when it enters water, and is usually handled as a dissolved gas in solution in water. Potential hazards with chlorine dioxide include health concerns, explosiveness and fire ignition. It is commonly used as a bleach.

Hypochlorous acid Chemical compound

Hypochlorous acid (HOCl or HClO) is a weak acid that forms when chlorine dissolves in water, and itself partially dissociates, forming hypochlorite, ClO. HClO and ClO are oxidizers, and the primary disinfection agents of chlorine solutions. HClO cannot be isolated from these solutions due to rapid equilibration with its precursor. Sodium hypochlorite (NaClO) and calcium hypochlorite (Ca(ClO)2), are bleaches, deodorants, and disinfectants.

Hypochlorite Ion

In chemistry, hypochlorite is an anion with the chemical formula ClO. It combines with a number of cations to form hypochlorite salts. Common examples include sodium hypochlorite and calcium hypochlorite. The Cl-O distance in ClO is 210 pm.

Nitrogen trichloride Chemical compound

Nitrogen trichloride, also known as trichloramine, is the chemical compound with the formula NCl3. This yellow, oily, pungent-smelling and explosive liquid is most commonly encountered as a byproduct of chemical reactions between ammonia-derivatives and chlorine (for example, in swimming pools). Alongside monochloramine and dichloramine, trichloramine is responsible for the distinctive 'chlorine smell' associated with swimming pools, where the compound is readily formed as a product from hypochlorous acid reacting with ammonia and other nitrogenous substances in the water, such as urea from urine.

Cyanuric acid Chemical compound belonging to the class of triazine

Cyanuric acid or 1,3,5-triazine-2,4,6-triol is a chemical compound with the formula (CNOH)3. Like many industrially useful chemicals, this triazine has many synonyms. This white, odorless solid finds use as a precursor or a component of bleaches, disinfectants, and herbicides. In 1997, worldwide production was 160 million kilograms.

Sodium chlorite Chemical compound

Sodium chlorite (NaClO2) is a chemical compound used in the manufacturing of paper and as a disinfectant.

Calcium hypochlorite is an inorganic compound with formula Ca(OCl)2. It is the main active ingredient of commercial products called bleaching powder, chlorine powder, or chlorinated lime, used for water treatment and as a bleaching agent. This compound is relatively stable and has greater available chlorine than sodium hypochlorite. It is a white solid, although commercial samples appear yellow. It strongly smells of chlorine, owing to its slow decomposition in moist air.

Sodium dichloroisocyanurate Chemical compound

Sodium dichloroisocyanurate is a chemical compound widely used as a cleansing agent and disinfectant. It is a colorless, water-soluble solid, produced as a result of reaction of cyanuric acid with chlorine. The dihydrate is also known as is the potassium salt.

Salt water chlorination is a process that uses dissolved salt for the chlorination of swimming pools and hot tubs. The chlorine generator uses electrolysis in the presence of dissolved salt to produce chlorine gas or its dissolved forms, hypochlorous acid and sodium hypochlorite, which are already commonly used as sanitizing agents in pools. Hydrogen is produced as byproduct too.

Monochloramine, often called simply chloramine, is the chemical compound with the formula NH2Cl. Together with dichloramine (NHCl2) and nitrogen trichloride (NCl3), it is one of the three chloramines of ammonia. It is a colorless liquid at its melting point of −66 °C (−87 °F), but it is usually handled as a dilute aqueous solution, in which form it is sometimes used as a disinfectant. Chloramine is too unstable to have its boiling point measured.

Trichloroisocyanuric acid Chemical compound

Trichloroisocyanuric acid is an organic compound with the formula (C3Cl3N3O3). It is used as an industrial disinfectant, bleaching agent and a reagent in organic synthesis. This white crystalline powder, which has a strong "chlorine odour," is sometimes sold in tablet or granule form for domestic and industrial use. Salts of trichloroisocyanuric acid are known as trichloroisocyanurates.

Bleach Number of chemicals which remove color, whiten, or disinfect, often via oxidation

Bleach is the generic name for any chemical product that is used industrially and domestically to remove color from a fabric or fiber or to clean or to remove stains in a process called bleaching. It often refers, specifically, to a dilute solution of sodium hypochlorite, also called "liquid bleach".

Bleaching of wood pulp is the chemical processing of wood pulp to lighten its color and whiten the pulp. The primary product of wood pulp is paper, for which whiteness is an important characteristic. These processes and chemistry are also applicable to the bleaching of non-wood pulps, such as those made from bamboo or kenaf.

Halazone Chemical compound

Halazone is a chemical compound whose formula can be written as either C
7
H
5
Cl
2
NO
4
S
or (HOOC)(C
6
H
4
)(SO
2
)(NCl
2
)
. It has been widely used to disinfect drinking water.

Chlorine-releasing compounds

Chlorine-releasing compounds, also known as chlorine base compounds, is jargon to describe certain chlorine-containing substances that are used as disinfectants and bleaches. They include the following chemicals: sodium hypochlorite, chloramine, halazone, and sodium dichloroisocyanurate. They are widely used to disinfect water and medical equipment, and surface areas as well as bleaching materials such as cloth. The presence of organic matter can make them less effective as disinfectants. They come as a liquid solution, or as a powder that is mixed with water before use.

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.
  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.