Trichloroisocyanuric acid

Trichloroisocyanuric acid is an organic compound with the formula

(C3 Cl3 N3 O3 ). It is used as an industrial disinfectant, bleaching agent Trichloroisocyanuric acid
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. Salts of
trichloroisocyanuric acid are known as trichloroisocyanurates.

Contents
Synthesis
Applications
See also
References
External links
Names
IUPAC name
Synthesis 1,3,5-Trichloro-1,3,5-triazinane-
2,4,6-trione
Trichloroisocyanuric acid is prepared from cyanuric acid via a
reaction with chlorine gas and sodium hydroxide.[4] Other names
Trichlor

Applications Isocyanuric chloride

1,3,5-Trichloro-1,3,5-triazine-
The compound is a disinfectant, algicide and bactericide mainly for 2,4,6(1H,3H,5H)-trione
swimming pools and dyestuffs, and is also used as a bleaching agent Chloreal
in the textile industry. It is widely used in civil sanitation for pools and
Symclosene
spas, preventing and curing diseases in animal husbandry and
fisheries, fruit and vegetable preservation, wastewater treatment, as an Trichloro-s-triazinetrione
algicide for recycled water in industry and air conditioning, in anti TCICA
shrink treatment for woolens, for treating seeds and in organic
TCCA
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 Identifiers
shipping restrictions, and its reaction with hydrochloric acid produces CAS Number 87-90-1 (http://www.
relatively pure chlorine.[5]
commonchemistry.or
Trichloroisocyanuric acid as used in swimming pools is easier to g/ChemicalDetail.asp
handle than chlorine gas. It dissolves slowly in water, but as it reacts, x?ref=87-90-1)
cyanuric acid concentration in the pool will build-up. 3D model Interactive image (htt
(JSmol)
ps://chemapps.stola
See also f.edu/jmol/jmol.php?
model=ClN1C%28%
Comet (cleanser)
3DO%29N%28Cl%2
Dichloroisocyanuric acid (Dichlor)
 Sodium dichloroisocyanurate 9C%28%3DO%29
Chlorine N%28Cl%29C1%3D
O)

References ChEBI CHEBI:33015 (http

s://www.ebi.ac.uk/ch
1. Hiegel, G. A. (2001). "Trichloroisocyanuric Acid". ebi/searchId.do?che
Encyclopedia of Reagents for Organic Synthesis. New biId=33015)
York: John Wiley & Sons. doi:10.1002/047084289X.rt209
(https://doi.org/10.1002%2F047084289X.rt209). ChemSpider 6643 (http://www.che
ISBN 0471936235. mspider.com/Chemic
2. Barros, J. C. (2005). "Trichloroisocyanuric acid". Synlett. al-Structure.6643.ht
2005 (13): 2115–2116. doi:10.1055/s-2005-872237 (http ml)
s://doi.org/10.1055%2Fs-2005-872237).
3. Tilstam, Ulf; Weinmann, Hilmar (July 2002). ECHA 100.001.621 (https://
"Trichloroisocyanuric Acid: A Safe and Efficient Oxidant". InfoCard echa.europa.eu/subs
Organic Process Research & Development. 6 (4): 384– tance-information/-/s
393. doi:10.1021/op010103h (https://doi.org/10.1021%2Fo ubstanceinfo/100.00
p010103h). 1.621)
4. Chattaway, F. D.; Wadmore, J. Mello (1902). "XX.—The
PubChem 6909 (https://pubche
constitution of hydrocyanic, cyanic, and cyanuric acids" (htt CID
ps://zenodo.org/record/2128442). J. Chem. Soc., Trans. 81: m.ncbi.nlm.nih.gov/c
191–203. doi:10.1039/CT9028100191 (https://doi.org/10.1 ompound/6909)
039%2FCT9028100191).
RTECS XZ1925000
5. L. Lerner (2011). "Chlorine". Small-Scale Synthesis of
number
Laboratory Reagents with Reaction Modeling. CRC Press.
ISBN 9780367383046. UNII RL3HK1I66B (https://
fdasis.nlm.nih.gov/sr
External links s/srsdirect.jsp?regno
=RL3HK1I66B)
Symclosene data page (http://toxnet.nlm.nih.gov/cgi-bin/si CompTox DTXSID2026523 (htt
s/search/r?dbs+hsdb:@term+@rn+@rel+87-90-1) Dashboard
ps://comptox.epa.go
MSDS for Trichloroisocyanuric acid (http://msds.orica.com/ (EPA)
v/dashboard/DTXSID
pdf/shess-en-cds-010-000031021401.pdf)
2026523)
Oxidation of primary alcohol to aldehyde (http://derpharma
chemica.com/vol8-iss4/DPC-2016-8-4-286-290.pdf) InChI
InChI=1S/C3Cl3N3O3/c4-7-1(10)8(5)3(12)9
(6)2(7)11
Key: YRIZYWQGELRKNT-UHFFFAOYSA-N

InChI=1/C3Cl3N3O3/c4-7-1(10)8(5)3(12)9(6)
2(7)11
Key: YRIZYWQGELRKNT-UHFFFAOYAR

SMILES
ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O

Properties
Chemical C3Cl3N3O3
formula
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 1.2%
water
Solubility in Soluble in
other chlorocarbons,
solvents acetone, and
acetonitrile
Structure
Coordination planar
geometry
Dipole 0D
moment
Hazards
Main lung irritant
hazards
R-phrases R8, R22, R31,
(outdated) R36/37, R50/53
S-phrases S8, S26, S41, S60,
(outdated) S61
Flash point NA
Related compounds
Related Cyanuric chloride
compounds Dichloroisocyanuric
acid
Tribromoisocyanuric
acid
Except where otherwise noted, data
are given for materials in their
standard state (at 25 °C [77 °F],
100 kPa).
verify (what is ?)
Infobox references

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