Cyanursure

Cyanuric acid

HCID 7956CAS 108-80-5

Grundinformationen

Standard-SMILES
O=c1[nH]c(=O)[nH]c(=O)[nH]1
InChIKey
ZFSLODLOARCGLH-UHFFFAOYSA-N
Summenformel
C3H3N3O3
Durchschnittliche Molmasse
129,07 g/mol
Monoisotopische Masse
129,01744096

Überblick

Crystals. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Cyanuric acid
IUPAC
1,3,5-triazinane-2,4,6-trione
Lokaler Name
Cyanursure
Englischer Name
Cyanuric acid
Summenformel
C3H3N3O3
Molmasse
129.07

Namen und Synonyme

CYANURIC ACID108-80-51,3,5-Triazine-2,4,6-triolIsocyanuric acidTrihydroxycyanidineTricyanic acid1,3,5-triazinane-2,4,6-trionesym-TriazinetriolPseudocyanuric acidIsocyanurate acid1,3,5-Triazine-2,4,6(1H,3H,5H)-trione2,4,6-Trihydroxy-1,3,5-triazine
Weitere Namen anzeigen
TriuretCyanauric AcidCyanuric acid 98%Cyanuric acid-15N3Lamotrigine Impurity 13
s-Triazine-2,4,6-triolKyselina kyanurovas-2,4,6-TriazinetriolTrihydroxytriazines-Triazine-2,4,6(1H,3H,5H)-trioneDTXSID7024873sym-triazine-2,4,6-triol2,4,6-Trihydroxy-S-triazine

Datenbank-Bezeichner

CAS
108-80-5
PubChem CID
7956
DTXSID
DTXSID7024873
ChEMBL
CHEMBL243087
ChEBI
CHEBI:38028
UNII
H497R4QKTZ
EC Number
203-618-0
Nikkaji
J2.429E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1,2
Polarare Oberfläche (TPSA)
87,3 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
9

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Triazines
Polymers · 2 Einträge

Plastics -> Flame retardants

Plastics -> Polyolefin-I; Polyolefin-II

pHpH of saturated aqueous solution @ room temperature = 4.8
OdorOdorless
TasteSlightly bitter
Density · 4 Einträge

2.5 at 68 °F (NTP, 1992) - Denser than water; will sink

1.75 deg 25 °C/4 °C 9 (anhydride); 1.66 at 25 °C/4 °C (dihydrate)

2.5 g/cm³

1.75 @25 °C

Physikochemische Eigenschaften

Schmelzpunkt
360 °C · 360 °C
Siedepunkt
74 °C · 74 °C
Dichte
1.56 · 1.56
Dampfdruck
0.0001 Pa · <0.0001 Pa (25 °C)
Brechungsindex
1.45 · 1.4500 (estimate)
storage temp.
30 °C · Store below +30°C.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 73.2% (208 of 284) of all reports.

Warning

H319 (26.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 284 reports by companies from 10 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione

Regulation (EC) No 178/2002 (amended)

1,3,5-Triazine-2,4,6(1H,3H,5H)-trione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 06-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/15028

Cyanuric acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione: Human health tier I assessment
Fire HazardsGives off irritating or toxic fumes (or gases) in a fire.
Health HazardsSYMPTOMS: Symptoms of exposure to this compound include, local irritation of the eyes.
Hazards Summary · 1 Eintrag

An eye and respiratory tract irritant; [HSDB] A mild eye irritant; Ingestion of large quantity may cause kidney injury; [ICSC] An irritant; [MSDSonline] Classified as essentially nontoxic; Avoid ingestion, inhalation of dust, and contact with eyes; [Ullmann] Causes crystals that can damage urinary tract in animals fed high doses; [AIHA]

Reactive GroupAmides and Imides

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

Use water spray, alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth.

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageDry. Well closed. Separated from chlorine.
Fire Fighting ProceduresWater spray, alcohol resistant foam, powder, carbon dioxide.
Storage Conditions · 2 Einträge

Cyanuric acid should be stored in a dry place. Silos and pneumatic conveyors should be grounded to prevent electrostatic discharges.

...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS DUE TO CONTACT WITH...MOISTURE, ACIDS, OR ACID FUMES...STORED IN COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF SUN, AWAY FROM...FIRE HAZARD, &...PERIODICALLY INSPECTED & MONITORED. INCOMPATIBLE MATERIALS...ISOLATED...

Toxikologische Informationen

Interactions · 1 Eintrag

The major pet food recall associated with acute renal failure in dogs and cats focused initially on melamine as the suspect toxicant. In the course of the investigation, cyanuric acid was identified in addition to melamine in the offending food. The purpose of this study was to characterize the toxicity potential of melamine, cyanuric acid, and a combination of melamine and cyanuric acid in cats. In this pilot study, melamine was added to the diet of 2 cats at 0.5% and 1%, respectively. Cyanuric acid was added to the diet of 1 cat at increasing doses of 0.2%, 0.5%, and 1% over the course of 10 days. Melamine and cyanuric acid were administered together at 0%, 0.2%, 0.5%, and 1% to 1 cat per dose group. No effect on renal function was observed in cats fed with melamine or cyanuric acid alone. Cats dosed with a combination were euthanized at 48 hours after dosing because of acute renal failure. Urine and touch impressions of kidneys from all cats dosed with the combination revealed the presence of fan-shaped, birefringent crystals. Histopathologic findings were limited to the kidneys and included crystals primarily within tubules of the distal nephron, severe renal interstitial edema, and hemorrhage at the corticomedullary junction. The kidneys contained estimated melamine concentrations of 496 to 734 mg/kg wet weight and estimated cyanuric acid concentrations of 487 to 690 mg/kg wet weight. The results demonstrate that the combination of melamine and cyanuric acid is responsible for acute renal failure in cats.

Ecotoxicity Values · 5 Einträge

LC50 Salmo gairdneri 1080 mg/L/96 hr. /Conditions of bioassay not specified in source examined/

LC50 Pimephales promelas >2100 mg/L/96 hr; static. /Conditions of bioassay not specified in source examined/

LC50 Lepomis macrochirus 1400 mg/L/96 hr. /Conditions of bioassay not specified/

LC50 Lepomis macrochirus >1000 mg/L/96 hr; static.

For more Ecotoxicity Values (Complete) data for CYANURIC ACID (11 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 58(SRC), determined from a water solubility of 2,593 mg/L(2) and a regression-derived equation(3), indicates that cyanuric acid is expected to have high mobility in soil(SRC). The pKa of cyanuric acid is 6.88(4), indicating that this compound will partially exist in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of cyanuric acid from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.74X10-15 atm-cu m/mole(SRC), using a fragment constant estimation method(6). Cyanuric acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.4X10-11 mm Hg(SRC), determined from a fragment constant method(7). Cyanuric acid biodegrades readily under a wide variety of natural conditions, and particularly well in systems of either low or zero dissolved- oxygen levels, such as anaerobic activated sludge and sewage, soils, muds, and muddy streams and river waters, as well as ordinary aerated activated sludge systems with typically low (1 to 3 ppm) dissolved-oxygen levels(8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 58(SRC), determined from a water solubility of 2,593 mg/L(2) and a regression-derived equation(3), indicates that cyanuric acid is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.7X10-15 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), BCF values of <0.5(6), suggest the potential for bioconcentration in aquatic organisms is low(SRC). Cyanuric acid biodegrades readily under a wide variety of natural conditions, and particularly well in systems of either low or zero dissolved- oxygen levels, such as anaerobic activated sludge and sewage, soils, muds, and muddy streams and river waters, as well as ordinary aerated activated sludge systems with typically low (1 to 3 ppm) dissolved-oxygen levels(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyanuric acid, which has an estimated vapor pressure of 4.4X10-11 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase cyanuric acid may be removed from the air by wet or dry deposition(SRC). Cyanuric acid does not absorb light at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.
Exposure RoutesThe substance can be absorbed into the body by inhalation.
Ecotoxicity Excerpts/PLANTS/ Very toxic to certain types of barley and radishes..

Regulatorische Informationen

FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Cyanuric acid is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0569; Pesticide type: antimicrobial; Registration Standard Date: 05/20/88; Case Status: RED Approved 09/92; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Cyanuric acid; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Atmospheric Standards · 1 Eintrag

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Cyanuric acid is produced, as an intermediate or a final product, by process units covered under this subpart.

Sicherheitsdaten

wgk
WGK 1
tsca
TSCA listed
hs_code
29339900
RTECS-Nr.
XZ1800000
Toxizität
LD50 orally in rats: >5.00 g/kg (Canelli)
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Biological Half-Life90% excreted within 12 hours, and of this 99% is excreted unchanged as cyanuric acid; [HSDB]
Metabolism/Metabolites · 2 Einträge

(14)C-Labeled cyanuric acid...liberated 13.2 & 7.9% of absorbed radioactivity as (14)CO2 from corn & alfalfa, respectively /after an uptake period lasting from 4 days to 2 wk followed by a depletion period of up to 6 wk. The mechanism involved is triazine ring cleavage./

Approx 90% of the administered dose is reported to be excreted in urine within 12 hr and 99% of this is identified as cyanuric acid.

Absorption, Distribution and ExcretionCyanuric acid, when given to rats, was rapidly excreted in an unchanged form.

Verwendung und Herstellung

Uses · 6 Einträge

Used in labs as a source of cyanic acid gas and in swimming pools as a disinfectant; Also used to make melamine, sponge rubber, herbicides, dyes, resins, scouring powders, household bleaches, institutional and industrial cleansers, automatic dishwasher compounds, general sanitizers, and antimicrobial agents; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

For cyanuric acid (USEPA/OPP Pesticide Code: 81402) 0 ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Cyanuric acid is a selective molluscicide. /Former/

Convenient lab source of cyanic acid gas. In preparation of melamine, sponge rubber, herbicides, dyes resins, antimicrobial agents. As stabilizer and disinfectant in swimming pool water.

ImpuritiesAmmelide, 1% Max
U.S. Exports(1986) No Data
U.S. Imports(1986) No Data
U.S. Production · 4 Einträge

2023: 100,000,000 - <250,000,000 lb

(1986) No Data

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4220]

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumption PatternsWorld capacity for cyanuric acid is estimated to be 80 000 t/a (1997), more than 90% of which is used to make N-chlorinated isocyanurates
Anwendungen · 1 Eintrag

VerwendenCyanuric acid is used in chemical synthesis (see Section 31.0), as an intermediate for chlorinated bleaches, as a selective herbicide, and as a whitening agent. The parent compound and salts, chlorinated salts, and chlorinated acids are used to disinfect swimming pools, restaurants, and barns. Chlorinated salts hydrolyze in water to form cyanurate and hypochlorous acid. Other monomeric isocyanurates (e.g., triallyl cyanurate) are used as cross-linking components for producing polyurethanes, polyesters, and alkyd resins. Tris (2-hydroxyethyl)isocyanurate is used in wire lacquers. Cyanuric acid is produced in the United States.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: The keto tautomer of cyanuric acid.

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