Cyanuric chloride

HCID 7954CAS 108-77-0

Basic information

Standard SMILES
Clc1nc(Cl)nc(Cl)n1
InChIKey
MGNCLNQXLYJVJD-UHFFFAOYSA-N
Molecular formula
C3Cl3N3
Average molar mass
184.41 g/mol
Monoisotopic mass
182.91578

Names & identifiers

Preferred name
Cyanuric chloride
IUPAC
2,4,6-trichloro-1,3,5-triazine
English name
Cyanuric chloride
Molecular formula
C3Cl3N3
Molecular weight
184.41

Names & synonyms

Cyanuric chloride108-77-02,4,6-Trichloro-1,3,5-triazineCyanuryl chlorideCyanuric acid chloride2,4,6-TRICHLORO-S-TRIAZINEs-Triazine trichlorideCyanuric trichlorideTricyanogen chlorideTrichloro-s-triazineTrichlorocyanidineChlorotriazine
Show more names
TCT1,3,5-trichloro-2,4,6-triazineCYCcyanuricCYNURIC CHLORIDETrichloro-1,3,5-triazineCYCS
CyanurchlorideCyanur chloridesym-Trichlorotriazine1,3,5-Triazine, 2,4,6-trichloro-Kyanurchloridsyn-TrichlotriazinCyanuric acid trichloride1,3,5-Trichlorotriazine

Database identifiers

CAS
108-77-0
PubChem CID
7954
DTXSID
DTXSID6026799
ChEMBL
CHEMBL1530777
ChEBI
CHEBI:58964
UNII
5U4L4QHD6I
EC Number
203-614-9
Nikkaji
J5.080F

Properties

Computed structural properties

XLogP
2.9
Topological polar surface area
38.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

OdorPungent odor
Density · 3 items

1.32 at 20 °C/4 °C

1.3 g/cm³

1.32 @ 20°C

Color/Form · 2 items

Crystals from ether or benzene

Colorless, monoclinic crystals from C6H6

Solubility · 3 items

Insol in water; sol in alcohol

Sol in chloroform, carbon tetrachloride, hot ether, dioxane, ketones

Solubility in water: reaction

Boiling Point · 3 items

192 °C

Boiling point: 194 °C at 764 mm Hg. Hydrolyzes in cold water.

192 °C

Melting Point · 2 items

146 °C

154 °C

Physicochemical properties

Melting point
145 · 145-147 °C(lit.)
Boiling point
190 °C · 190 °C(lit.)
Density
1.92 · 1.92
bulk density
600 · 600-900kg/m3
vapor density
6.36 · 6.36 (vs air)
vapor pressure
0.8 mm · 0.8 mm Hg ( 62.2 °C)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H317: May cause an allergic skin reaction [Warning Sensitization, Skin];H330: Fatal if inhaled [Danger Acute toxicity, inhalation]

P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P330, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 5 items

Chemical: 1,3,5-Triazine, 2,4,6-trichloro-

1,3,5-Triazine, 2,4,6-trichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine, 2,4,6-trichloro- 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: 16-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14952;Status: Active Update: 24-10-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/1593;Status: Active Update: 08-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/8300;Status: Cease Manufacture Update: 28-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1372

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelCorrosive
Fire Hazards · 3 items

Excerpt from ERG Guide 157 [Substances - Toxic and/or Corrosive (Non-Combustible / Water-Sensitive)]:;Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. UN1802, UN2032, UN3084, UN3093, UN1796 (above 50%), UN1826 (above 50%), and UN2031 (above 65%) may act as oxidizers. Also consult ERG Guide 140. Vapors may accumulate in confined areas (basement, tanks, hopper/tank cars, etc.). Substance may react with water (some violently), releasing corrosive and/or toxic gases and runoff. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2024)

· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.;· UN1802, UN2032, UN3084, UN3093, UN1796 (above 50%), UN1826 (above 50%), and UN2031 (above 65%) may act as oxidizers. Also consult GUIDE 140.;· Vapors may accumulate in confined areas (basement, tanks, hopper/tank cars, etc.).;· Substance may react with water (some violently), releasing corrosive and/or toxic gases and runoff.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated or if contaminated with water.

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards · 2 items

Excerpt from ERG Guide 157 [Substances - Toxic and/or Corrosive (Non-Combustible / Water-Sensitive)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Reaction with water or moist air may release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.;· Reaction with water or moist air may release toxic, corrosive or flammable gases.;· Reaction with water may generate much heat that will increase the concentration of fumes in the air.;· Fire will produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

Hazards Summary · 1 item

A severe skin, eye, and respiratory tract irritant; May cause pulmonary edema; May cause skin sensitization and asthma after prolonged contact; [ICSC] Toxic by ingestion and inhalation; [Hawley] Lachrymator; [CHEMINFO] Causes burns; Harmful if swallowed; Very toxic by inhalation; Reacts violently with water; May cause skin sensitization; [MSDSonline]

DOT ID and Guide2670 157

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 157 [Substances - Toxic and/or Corrosive (Non-Combustible / Water-Sensitive)]:;Note: Some foams will react with the material and release corrosive/toxic gases.;SMALL FIRE: CO2 (except for Cyanides), dry chemical, dry sand, alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product. Dike runoff from fire control for later disposal.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

NO water. NO hydrous agents. In case of fire in the surroundings, use appropriate extinguishing media.

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· A vapor-suppressing foam may be used to reduce vapors.;· DO NOT GET WATER INSIDE CONTAINERS.;· Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material.;· Prevent entry into waterways, sewers, basements or confined areas.;Small Spill;· Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain.;· Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal.

First Aid · 2 items

Excerpt from ERG Guide 157 [Substances - Toxic and/or Corrosive (Non-Combustible / Water-Sensitive)]:;Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. In case of skin contact with Hydrofluoric acid (UN1790), if calcium gluconate gel is available, rinse 5 minutes, then apply gel. Otherwise, continue rinsing until medical treatment is available. (ERG, 2024)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

Safe StorageSeparated from food and feedstuffs. See Chemical Dangers. Dry. Well closed. Keep in a well-ventilated room.
Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

0.0076 [mg/m3]

Toxicology

Ecotoxicity Values · 5 items

EC50 Daphnia magna (water flea, <24 hrs old) >1000 mg/L/24 hr; static, 18-19 °C, pH 8.2-8.3, hardness 201 mg/L CaCO3. /immobility/ /2-chlor-4,6-dihydroxy-1,3,5-triazine/

LC50 Poecilia reticulata (guppy, length 20 + or - 10 cm) >1000 mg/L/96 hr; static, 25-30 °C, hardness 201 mg/L CaCO3. /Cyanuric acid/

LC50 Oryzias latipes (orange-red killfish) >1000 mg/L/48 hr; static or semi-static, 25 +/- 2 °C. /Cyanuric acid/

LC50 Anas domesticus (Peking ducklings) (3-5 days), 174-206 g) >1000 mg/kg/8 d diet.

LD50 /Coturnix japonica/ (Japanese quail, adult (60-70 days), mean weight 139-144 g) oral 192 mg/kg bw (95% CI: 102-313 mg/kg bw).

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from a structure estimation method(2), indicates that cyanuric chloride will have high mobility in soil(SRC). Volatilization of cyanuric chloride from moist soil surfaces(SRC) is not expected to be an important environmental fate process given an estimated Henry's Law constant of 4.9X10-7 atm-cu m/mole(SRC), derived using a fragment constant estimation method(3). Volatilization from dry soil surfaces is not expected(SRC), based on an estimated vapor pressure of 0.023 mm Hg(SRC), derived from a structure estimation method(4). Complete anaerobic degradation of 250-500 uM of cyanuric chloride solutions incorporated into a methanogenic aquifer slurry was observed after a one year time period(5); however, cyanuric chloride hydrolyzes rapidly(6) and the degradation was likely due to hydrolytic dehalogenation rather than biodegradation(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from a structure estimation method(2), indicates that cyanuric chloride is unlikely to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.9X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF value of 2(SRC), from an estimated log Kow of 1.73(6), and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). cyanuric chloride hydrolyzes rapidly in water(8). Approximately 40% degradation was observed in 1 hour at a temperature of 30 °C(8). Complete anaerobic degradation of 250-500 uM of cyanuric chloride solutions incorporated into a methanogenic aquifer slurry was observed after a one year time period(9); however, the degradation was likely due to abiotic (hydrolysis) rather than biotic (microbial) processes(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyanuric chloride, which has an estimated vapor pressure of 0.023 mm Hg at 25 °C(SRC), determined from a fragment constant estimation method(2), will exist solely as a vapor in the ambient atmosphere. Vapor phase cyanuric chloride is degraded slowly in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 4,300 days(SRC), calculated from its rate constant of 3.7X10-15 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse Effects · 1 item

Dermatotoxin - Skin burns.;Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Exposure RoutesThe substance can be absorbed into the body by inhalation and by ingestion.
Signs and Symptoms · 4 items

Burning sensation. Cough. Laboured breathing. Shortness of breath. Sore throat.

Redness. Pain.

Redness. Pain.

Abdominal pain. Burning sensation. Shock or collapse.

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for cyanuric chloride is estimated as 120(SRC). According to a classification scheme(2), this estimated Koc value suggests that cyanuric chloride possesses high mobility in soil(SRC).

Regulatory information

Regulatory Information · 5 items

Chemical: 1,3,5-Triazine, 2,4,6-trichloro-

1,3,5-Triazine, 2,4,6-trichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine, 2,4,6-trichloro- 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: 16-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14952;Status: Active Update: 24-10-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/1593;Status: Active Update: 08-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/8300;Status: Cease Manufacture Update: 28-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1372

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Atmospheric Standards · 1 item

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 chloride is produced, as an intermediate or a final product, by process units covered under this subpart.

Safety data

PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
1
tsca
TSCA listed
rtecs
XZ1400000
ridadr
UN 2670
hs_code
29336980

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.

Uses & manufacturing

Uses · 6 items

Used to make s-triazine herbicides, insecticides, triallyl cyanurate, polyesters, optical brighteners, other dyes, plastics, pharmaceuticals, explosives, and surfactants; [HSDB] Used as a coupling agent for nucleic acids and proteins; Also used in cyanuric chloride-activated paper for capillary and electroblotting applications; [Merck Index]

Chemical synthesis, dyestuffs, herbicides, optical brighteners.

INTERMEDIATE IN SYNTHESIS OF CHEMICALS & INSECTICIDES

CHEM INT FOR S-TRIAZINE HERBICIDES, TRIALLYL CYANURATE, POLYESTERS, OPTICAL BRIGHTENERS, OTHER DYES, PLASTICS, PHARMACEUTICALS, EXPLOSIVES & SURFACTANTS

The most important cyanuric chloride derivatives are the aminotriazines.

Cyanuric chloride and cyanurates are used as cross-linking agents.

ImpuritiesHydrolysis caused by improper handling can result in cyanuric acid impurities
U.S. Production · 5 items

2023: 100,000,000 - <500,000,000 lb;2022: 100,000,000 - <500,000,000 lb;2021: 100,000,000 - <500,000,000 lb;2020: 100,000,000 - <500,000,000 lb

(1972) PROBABLY GREATER THAN 9.08X10+5 G

(1975) PROBABLY GREATER THAN 9.08X10+5 G

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4279]

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 Patterns · 1 item

More than 70% of production is used for pesticides and especially herbicides, with about &0% of that volume for atrazine. ... Less than 30% of demand is accounted for by industrial applications, predominantly optical brighteners, UV stabilizers, reactive dyes, and certain anthraquinone dyes.

Consumer UsesFlame retardant
Industry UsesUV stabilizer;Intermediate;Flame retardant;Brightener;Not Known or Reasonably Ascertainable
Applications · 7 items

Usescyanuric chloride is an important fine chemical product, with a wide range of uses, it is the intermediate in pesticide industry, and the manufacture of reactive dyes raw material, it can used as all kinds of organic industrial production additives, such as fluorescent brighteners , textiles shrink-proof agents, surface active agents, it is one of the materials used in the manufacture of defense explosives and rubber accelerator and it is also the material for the synthesis of drugs by the pesticide and pharmaceutical industry. The above information is edited by the chemicalbook of Tian Ye.

UsesCyanurchloride is an intermediate to manufacture of agrochemicals (triazine herbicides), dyestuffs, optical brighteners, tanning agents, reactive dyes, UV-absorbing agent, softening agents and pharmaceuticals, as well as block-builders for plastics. Product Data Sheet

UsesCyanurchloride is an intermediate to manufacture of agrochemicals, dyestuffs, optical brighteners, tanning agents, softening agents and pharmaceuticals, as well as block-builders for plastics.

UsesReagent for the conversion of alcohols to chlorides and for the immobilization of microorganisms and enzymes.1

UsesCyanuric Chloride is extensively used in the preparation of the triazine-class pesticides and herbicides. Cyanuric chloride is also used as a precursor to dyes and crosslinking agents due to the react ive chlorine atoms towards nucleophilic substitution reactions. Cyanuric chloride derivatives possess a large spectrum of activities as antibacterial and anticancer agents.

UsesIntermediate in the synthesis of active dyes, agricultural products, and drug substances. Reagent in organic synthesis. Coupling agent for nucleic acids and proteins; cyanuric chloride-activated paper is used in capillary and electroblotting applications, dot tests, and hybridization protocols.

General DescriptionA colorless crystalline solid with a pungent odor. Melting point 146°C. Density 1.32 g / cm3. Very slightly soluble in water. Toxic by ingestion and inhalation of vapors. Irritates skin and eyes. Used to make dyes.

Upstream & downstream products

Downstream products

Suppliers50 total

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]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: A chloro-1,3,5-triazine in which the triazine ring is substituted on each carbon by chlorine. Its main use is in the preparation of the triazine-class pesticides.

Related reactions

1,031 records

Linked notes

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