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Trichloroisocyanuric acid

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.[1][2][3] This white crystalline powder, which has a strong "chlorine odour," is sometimes sold in tablet or granule form for domestic and industrial use.

Trichloroisocyanuric acid
Symclosene
Names
Preferred IUPAC name
1,3,5-Trichloro-1,3,5-triazinane-2,4,6-trione
Other names
  • Trichlor
  • Isocyanuric chloride
  • 1,3,5-Trichloro-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
  • Chloreal
  • Symclosene
  • Trichloro-s-triazinetrione
  • TCICA
  • TCCA
Identifiers
  • 87-90-1 Y
3D model (JSmol)
  • Interactive image
202022
ChEBI
  • CHEBI:33015 Y
ChEMBL
  • ChEMBL1698868
ChemSpider
  • 6643 Y
ECHA InfoCard 100.001.621
EC Number
  • 201-782-8
240759
KEGG
  • D05985
  • 6909
RTECS number
  • XZ1925000
UNII
  • RL3HK1I66B Y
UN number 2468
  • DTXSID2026523
  • InChI=1S/C3Cl3N3O3/c4-7-1(10)8(5)3(12)9(6)2(7)11 Y
    Key: YRIZYWQGELRKNT-UHFFFAOYSA-N Y
  • InChI=1/C3Cl3N3O3/c4-7-1(10)8(5)3(12)9(6)2(7)11
    Key: YRIZYWQGELRKNT-UHFFFAOYAR
  • ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O
Properties
C3Cl3N3O3
Molar mass 232.40 g·mol−1
Appearance Colorless solid
Density 2.19 ± 0.1 g/cm3
Melting point 246 to 247 °C (475 to 477 °F; 519 to 520 K)
Boiling point decomposes
1.2%
Solubility in other solvents Soluble in chlorocarbons, acetone, and acetonitrile
Structure
planar
0 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
lung irritant
GHS labelling:
Warning
H272, H302, H319, H335, H410
P210, P220, P221, P261, P264, P270, P271, P273, P280, P301+P312, P304+P340, P305+P351+P338, P312, P330, P337+P313, P370+P378, P391, P403+P233, P405, P501
Flash point NA
Related compounds
Related compounds
Cyanuric chloride
Dichloroisocyanuric acid
Tribromoisocyanuric acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Synthesis edit

Trichloroisocyanuric acid is prepared from cyanuric acid via a reaction with chlorine gas and trisodium cyanurate.[4]

Applications edit

The compound is a disinfectant, algicide and bactericide mainly for swimming pools and dyestuffs, and is also used as a bleaching agent in the textile industry. It is widely used in civil sanitation for pools and spas, preventing and curing diseases in animal husbandry and fisheries, fruit and vegetable preservation, wastewater treatment, as an algicide for recycled water in industry and air conditioning, in anti shrink treatment for woolens, for treating seeds and in organic chemical synthesis. It is used in chemical synthesis as an easy to store and transport chlorine gas source, it is not subject to hazardous gas shipping restrictions, and its reaction with hydrochloric acid produces relatively pure chlorine.[5]

Trichloroisocyanuric acid as used in swimming pools is easier to handle than chlorine gas. It dissolves slowly in water, but as it reacts, cyanuric acid concentration in the pool will build-up.

See also edit

References edit

  1. ^ Hiegel, G. A. (2001). "Trichloroisocyanuric Acid". Encyclopedia of Reagents for Organic Synthesis. New York: John Wiley & Sons. doi:10.1002/047084289X.rt209. ISBN 0471936235.
  2. ^ Barros, J. C. (2005). "Trichloroisocyanuric acid". Synlett. 2005 (13): 2115–2116. doi:10.1055/s-2005-872237.
  3. ^ Tilstam, Ulf; Weinmann, Hilmar (July 2002). "Trichloroisocyanuric Acid: A Safe and Efficient Oxidant". Organic Process Research & Development. 6 (4): 384–393. doi:10.1021/op010103h.
  4. ^ Chattaway, F. D.; Wadmore, J. Mello (1902). "XX.—The constitution of hydrocyanic, cyanic, and cyanuric acids". J. Chem. Soc., Trans. 81: 191–203. doi:10.1039/CT9028100191.
  5. ^ L. Lerner (2011). "Chlorine". Small-Scale Synthesis of Laboratory Reagents with Reaction Modeling. CRC Press. ISBN 9780367383046.

External links edit

  • Symclosene data page
  • MSDS for Trichloroisocyanuric acid
  • Oxidation of primary alcohol to aldehyde

trichloroisocyanuric, acid, organic, compound, with, formula, c3cl3n3o3, used, industrial, disinfectant, bleaching, agent, reagent, organic, synthesis, this, white, crystalline, powder, which, strong, chlorine, odour, sometimes, sold, tablet, granule, form, do. 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 1 2 3 This white crystalline powder which has a strong chlorine odour is sometimes sold in tablet or granule form for domestic and industrial use Trichloroisocyanuric acid Symclosene Names Preferred IUPAC name 1 3 5 Trichloro 1 3 5 triazinane 2 4 6 trione Other names TrichlorIsocyanuric chloride1 3 5 Trichloro 1 3 5 triazine 2 4 6 1H 3H 5H trioneChlorealSymcloseneTrichloro s triazinetrioneTCICATCCA Identifiers CAS Number 87 90 1 Y 3D model JSmol Interactive image Beilstein Reference 202022 ChEBI CHEBI 33015 Y ChEMBL ChEMBL1698868 ChemSpider 6643 Y ECHA InfoCard 100 001 621 EC Number 201 782 8 Gmelin Reference 240759 KEGG D05985 PubChem CID 6909 RTECS number XZ1925000 UNII RL3HK1I66B Y UN number 2468 CompTox Dashboard EPA DTXSID2026523 InChI InChI 1S C3Cl3N3O3 c4 7 1 10 8 5 3 12 9 6 2 7 11 YKey YRIZYWQGELRKNT UHFFFAOYSA N YInChI 1 C3Cl3N3O3 c4 7 1 10 8 5 3 12 9 6 2 7 11Key YRIZYWQGELRKNT UHFFFAOYAR SMILES ClN1C O N Cl C O N Cl C1 O Properties Chemical formula C 3Cl 3N 3O 3 Molar mass 232 40 g mol 1 Appearance Colorless solid Density 2 19 0 1 g cm3 Melting point 246 to 247 C 475 to 477 F 519 to 520 K Boiling point decomposes Solubility in water 1 2 Solubility in other solvents Soluble in chlorocarbons acetone and acetonitrile Structure Coordination geometry planar Dipole moment 0 D Hazards Occupational safety and health OHS OSH Main hazards lung irritant GHS labelling Pictograms Signal word Warning Hazard statements H272 H302 H319 H335 H410 Precautionary statements P210 P220 P221 P261 P264 P270 P271 P273 P280 P301 P312 P304 P340 P305 P351 P338 P312 P330 P337 P313 P370 P378 P391 P403 P233 P405 P501 Flash point NA Related compounds Related compounds Cyanuric chlorideDichloroisocyanuric acidTribromoisocyanuric acid Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Synthesis 2 Applications 3 See also 4 References 5 External linksSynthesis editTrichloroisocyanuric acid is prepared from cyanuric acid via a reaction with chlorine gas and trisodium cyanurate 4 Applications editThe compound is a disinfectant algicide and bactericide mainly for swimming pools and dyestuffs and is also used as a bleaching agent in the textile industry It is widely used in civil sanitation for pools and spas preventing and curing diseases in animal husbandry and fisheries fruit and vegetable preservation wastewater treatment as an algicide for recycled water in industry and air conditioning in anti shrink treatment for woolens for treating seeds and in organic chemical synthesis It is used in chemical synthesis as an easy to store and transport chlorine gas source it is not subject to hazardous gas shipping restrictions and its reaction with hydrochloric acid produces relatively pure chlorine 5 Trichloroisocyanuric acid as used in swimming pools is easier to handle than chlorine gas It dissolves slowly in water but as it reacts cyanuric acid concentration in the pool will build up See also editComet cleanser Dichloroisocyanuric acid Dichlor Sodium dichloroisocyanurate ChlorineReferences edit Hiegel G A 2001 Trichloroisocyanuric Acid Encyclopedia of Reagents for Organic Synthesis New York John Wiley amp Sons doi 10 1002 047084289X rt209 ISBN 0471936235 Barros J C 2005 Trichloroisocyanuric acid Synlett 2005 13 2115 2116 doi 10 1055 s 2005 872237 Tilstam Ulf Weinmann Hilmar July 2002 Trichloroisocyanuric Acid A Safe and Efficient Oxidant Organic Process Research amp Development 6 4 384 393 doi 10 1021 op010103h Chattaway F D Wadmore J Mello 1902 XX The constitution of hydrocyanic cyanic and cyanuric acids J Chem Soc Trans 81 191 203 doi 10 1039 CT9028100191 L Lerner 2011 Chlorine Small Scale Synthesis of Laboratory Reagents with Reaction Modeling CRC Press ISBN 9780367383046 External links editSymclosene data page MSDS for Trichloroisocyanuric acid Oxidation of primary alcohol to aldehyde Retrieved from https en wikipedia org w index php title Trichloroisocyanuric acid amp oldid 1185937347, wikipedia, wiki, book, books, library,

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