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CYANURIC CHLORIDE

 

CYANURIC CHLORIDE = 2,4,6-trichloro-1,3,5-triazine

CAS NO:108-77-0
EC NO:203-614-9


Cyanuric chloride is an organic compound with the formula (NCCl)3. This white solid is the chlorinated derivative of 1,3,5-triazine. 
Cyanuric chloride is the trimer of cyanogen chloride.
Cyanuric chloride is the main precursor to the popular but controversial herbicide atrazine.

Properties
Chemical formula    C3Cl3N3
Molar mass    184.40 g·mol−1
Appearance    White powder
Odor    pungent
Density    1.32 g/cm3
Melting point    144–148 °C (291–298 °F; 417–421 K)
Boiling point    192 °C (378 °F; 465 K)
Solubility in water    hydrolyzes
Solubility in organic solvents    soluble
Solubility in THF    0.34 g/mL
Solubility in CHCl3    0.17 g/mL


Production
Cyanuric chloride is prepared in two steps from hydrogen cyanide via the intermediacy of cyanogen chloride, which is trimerized at elevated temperatures over a carbon catalyst:

HCN + Cl2 → ClCN + HCl

Application
Reagent for the conversion of alcohols to chlorides and for the immobilization of microorganisms and enzymes.
Cyanuric chloride can be used as a reagent:   
In the preparation of acyl azides from carboxylic acids and sodium azide.       
For the conversion of carboxylic acids, N-Boc, N-Cbz, and N-Fmoc amino acids into corresponding alcohols.      
For the conversion of alcohols into the corresponding carbonyl compounds by alternative Swern oxidation reaction.


Cyanuric chloride can also be employed as a catalyst in the Beckmann rearrangement of ketoximes into amides in the presence of ZnCl2.


Specifications
Appearance    White to Almost white powder to crystal
Purity(Argentometric Titration)    min. 98.0 %
Melting point    145.0 to 150.0 °C

Applications
Reagent for detection of glycine in presence of other amino acids.
Cyanuric chloride is a reagent used for the conversion of alcohols and carboxylic acids to alkyl chlorides and acid chlorides respectively. Cyanuric chloride acts as an intermediate to prepare dyestuffs, optical brighteners, tanning agents, UV-absorbing agent, softening agents and pharmaceuticals. 
Cyanuric chloride is also used as a precursor to dyes and crosslinking agents due to the presence of reactive chlorine atoms. 
Cyanuric chloride is used as a dehydrating agent as well as reacting with dimethylformamide to give Gold’s reagent, which is a versatile source of aminoalkylations and a precursor to heterocycles. Further, it is considered as an alternative to oxalyl chloride in the Swern oxidation. In addition to this, it is involved in the synthesis of adenosine receptor ligand.

Formula
C3Cl3N3
Formula Weight
184.41
Melting point
145-149°
Boiling Point
192-194°
Flash Point
>190°(374°F)
Density
1.920

Cyanuric chloride appears as a 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.

Cyanuric chloride is a chloro-1,3,5-triazine in which the triazine ring is substituted on each carbon by chlorine. 
Cyanuric chlorides main use is in the preparation of the triazine-class pesticides. 
Cyanuric chloride has a role as a cross-linking reagent. 
Cyanuric chloride is an organochlorine compound and a chloro-1,3,5-triazine.

Industry Uses    
Dyes
Intermediates
Photosensitive chemicals

Consumer Uses    
Adhesives and sealants
Automotive care products
Ink, toner, and colorant products
Plastic and rubber products not covered elsewhere

Industry Processing Sectors
All other basic organic chemical manufacturing
Paint and coating manufacturing
Pesticide, fertilizer, and other agricultural chemical manufacturing
Plastics product manufacturing
Synthetic dye and pigment manufacturing

Cyanuric Chloride is an all-purpose intermediate for our herbicides, regenerable dyes, optical brighteners and other facilities.


Cyanuric chloride Usage
1. Cyanuric chloride production efficiency, low toxicity are triazine herbicides, insecticides important intermediates, as well as the production of reactive dyes intermediates, can be used as synthetic resin, rubber, polymer antioxidant, cyanide aldehyde resin, photosensitive agents, fluorescent whitening agents, adhesives, various raw materials of medicinal drugs.

2. for the synthesis of fluorescent whitening agents, dyes, pharmaceuticals, pesticides, etc.

3. Cyanuric chloride production efficiency, low toxicity are important intermediate for triazine herbicides and pesticides, as well as production of fluorescent brighteners, polyester and other synthetic fibers dyed with reactive dyes intermediates . Also used in synthetic resin, rubber, polymer antioxidants, explosives, textiles shrink-proof agent and surfactant aspects of production.

4. Cyanuric chloride is an important fine chemical products, with a wide range of uses, it is intermediate in pesticide industry, the manufacture of reactive dyes raw materials, do all kinds of industrial production of organic additives, such as fluorescent whitening agents, textiles shrink-proof agent, surface active agent, is one of the materials used in the manufacture of explosives defense rubber accelerator and also the pesticide industry for the synthesis of pharmaceutical drugs.


Cyanuric 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, 
Cyanuric chloride can used as all kinds of organic industrial production additives, such as fluorescent brighteners , textiles shrink-proof agents, surface active agents, 
Cyanuric chloride 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.

Melting point: 145-149°
Boiling point: 192-194°
Flash point: >190°(374°F)
Density: 1.920
Sensitivity: Moisture Sensitive
Store: Room temperature

Cyanuric 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 reactive chlorine atoms towards nucleophilic substitution reactions. 
Cyanuric chloride derivatives possess a large spectrum of activities as antibacterial and anticancer agents.

The Cyanuric chloride with CAS registry number of 108-77-0 is also known as 2,4,6-Trichloro-1,3,5-triazine. 
The IUPAC name is 2,4,6-Trichloro-1,3,5-triazine. 
Cyanuric chloride belongs to product categories of Intermediates of Dyes and Pigments; Organics; Chlorination; Halogenation; Synthetic Organic Chemistry; Dyestuff Intermediates. 
Cyanuric chlorides EINECS registry number is 203-614-9. In addition, the formula is C3Cl3N3 and the molecular weight is 184.41. 
Cyanuric chloride is a white powder and should be stored in sealed containers in cool, dry and ventilated place away from strong oxidants, acid, water and alcohol.


Preparation of Cyanuric chloride: 
Cyanuric chloride is prepared in two steps from hydrogen cyanide via the intermediacy of cyanogen chloride, which is trimerized at elevated temperatures over a carbon catalyst.

(1) HCN+Cl2→ClCN+HCl

(2) 3ClCN→(ClCN)3

Uses of Cyanuric chloride: 
Cyanuric chloride is used as a reagent in organic synthesis for the conversion of alcohols and carboxylic acids into alkyl and acyl chlorides. 
Cyanuric chloride is mainly used for the synthesis of fluorescent brightener, reactive dye, pharmaceutical, pesticide and so on.

Cyanuric 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 reactive chlorine atoms towards nucleophilic substitution reactions. 
Cyanuric chloride derivatives possess a large spectrum of activities as antibacterial and anticancer agents.

Application:
Production of herbicides, pesticides, reactive dyes and fluorescent dyes.

Formula: C3Cl3N3
Molecular mass: 184.4
Boiling point: 192°C
Melting point: 154°C
Density: 1.3 g/cm³
Solubility in water: reaction
Vapour pressure, kPa at 70°C: 0.3
Relative vapour density (air = 1): 6.4  

Cyanuric chloride has nothing to do with cyanide. Therefore, there is no harm in terms of health in using it in swimming pools.
Tri-chlor (trichloroisoCyanuric chloride) and di-chlorine (sodium dichloroisocyanurate) substances added to pool water in the form of granules, powder or tablets are forms of chlorine that contain Cyanuric chloride, dissolve slowly in water and can maintain its presence in water for a longer time.
Although the Cyanuric chloride, chlorine substance does its job in the water and evaporates into the air, it remains in the water and does not decrease.

Description:
Cyanuric chloride, white crystals with a strong irritant chlorine odor , is corrosive to the skin, having eye irritation and tearing property. Melting point 145 ℃, boiling point 190 ℃, UVλmax241nm (ethanol).
Cyanuric chloride is Soluble in ethanol, ethyl ether, chloroform, acetic acid and acrylonitrile, insoluble in cold water.

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

Other Details:
Chemical Compound: Cyanuric chloride is an organic compound with the formula (NCCl). This white solid is the chlorinated derivative of 1,3,5-triazine. 
Cyanuric chloride is the trimer of cyanogen chloride.
Formula:C3Cl3N3
Molar mass: 184.41 g/molBoiling point: 192 °C
Melting point: 154 °C
Density: 1.32 g/cm³

Cyanuric chloride is a crystalline compound C3N3Cl3 made by polymerization of cyanogen chloride and used in organic synthesis; 2,4,6-trichloro-s-triazine

General Description
A 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.

Cyanuric chloride is an organic compound with the formula (NCCl)₃. This white solid is the chlorinated derivative of 1,3,5-triazine. 
Cyanuric chloride is the trimer of cyanogen chloride. 
Cyanuric chloride is the main precursor to the popular but controversial herbicide atrazine.

Industrial uses
Cyanuric chloride is estimated that 70% of cyanuric chloride is used in the preparation of triazine class pesticides, particularly atrazine. Such reactions rely on the easy replacement of chloride with nucleophiles such as amines:

(ClCN) 3 + 2 RNH 2 → (RNHCN)(ClCN) 2 + RNH 3 + Cl −
Other triazine herbicides, such as simazine, anilazine, and cyromazine are made in a similar fashion.

Cyanuric chloride is also used as a precursor to dyes and crosslinking agents. The largest class of these dyes are sulfonated triazine-stilbene optical brighteners (OBA) or fluorescent whitening agents (FWA), commonly found in detergent formulations and white paper. Many reactive dyes also contain a triazine ring. They are also produced via the chloride displacement reaction shown above.

About this substance
Helpful information
Cyanuric chloride is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 tonnes per annum.

Cyanuric chloride is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.

Article service life
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers
Cyanuric chloride is used in the following products: pH regulators and water treatment products and laboratory chemicals.
Cyanuric chloride is used in the following areas: health services and scientific research and development.
Other release to the environment of Cyanuric chloride is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).

Formulation or re-packing
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Release to the environment of this substance can occur from industrial use: formulation of mixtures.

Uses at industrial sites
Cyanuric chloride is used in the following products: pH regulators and water treatment products and laboratory chemicals.
Cyanuric chloride has an industrial use resulting in manufacture of another substance (use of intermediates).
Cyanuric chloride is used in the following areas: health services and scientific research and development.
Cyanuric chloride is used for the manufacture of: chemicals.
Release to the environment of Cyanuric chloride can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates) and for thermoplastic manufacture.

Manufacture
Release to the environment of Cyanuric chloride can occur from industrial use: manufacturing of the substance.

Cyanuric Chloride, also known as Trichlorotriazine, is an organic compound and the trimer of cyanogen chloride. 
Cyanuric Chloride can be used as a precursor to the herbicide Atrazine. Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.


IUPAC names
2,4,6-Trichlor-1,3,5-triazin
2,4,6-Trichloro-1,3,5-triazin
2,4,6-Trichloro-1,3,5-triazine
2,4,6-trichloro-1,3,5-triazine
2,4,6-trichloro-1,3,5-triazine
Cyanuric Chloride
Cyanuric chloride
cyanuric chloride
CYANURIC CHLORIDE
Cyanuric Chloride
Cyanuric chloride
cyanuric chloride
Cyanuric chloride (Cyol, CYC)
trichloro-1,3,5-triazine

SYNONYMS:
1,3,5-Triazine, 2,4,6-trichloro- [ACD/Index Name]
108-77-0 [RN]
2,4,6-Trichlor-1,3,5-triazin [Czech] [ACD/IUPAC Name]
2,4,6-Trichlor-1,3,5-triazin [German] [ACD/IUPAC Name]
2,4,6-Trichloro-1,3,5-triazine [ACD/IUPAC Name]
2,4,6-Trichloro-1,3,5-triazine [French] [ACD/IUPAC Name]
203-614-9 [EINECS]
5U4L4QHD6I
chlorotriazine
cyanuric acid chloride
Cyanuric chloride [Wiki]
MFCD00006046 [MDL number]
trichloro-1,3,5-triazine
trichloro-s-triazine
XZ1400000
"TRICHLORO-1,3,5-TRIAZINE"
[108-77-0]
1,3,5-Trichloro-2,4,6-triazine
1,3,5-Trichlorotriazine
102153-63-9 [RN]
190086-22-7 [RN]
2,4, 6-Trichloro-1,3,5-triazine
2,4,6-Trichlor-(1,3,5)triazine
2,4,6-Trichloro-(1,3,5)-triazine
2,4,6-Trichloro-[1,3,5]triazine
2,4,6-Trichloro-s-triazine
2,4,6-Trichloro-sym-triazine
2,4,6-TRICHLOROTRIAZINE
2,4,6-tris(chloranyl)-1,3,5-triazine
5-26-01-00311 [Beilstein]
5-26-01-00311 (Beilstein Handbook Reference) [Beilstein]
Cyanur chloride
Cyanurchloride
Cyanuric acid trichloride
Cyanuric chloride [UN2670] [Corrosive]

Other names: s-Triazine, 2,4,6-trichloro-; s-Triazine trichloride; s-Trichlorotriazine; Cyanuric chloride; Cyanur chloride; Cyanuric trichloride; Cyanuryl chloride; Trichloro-s-triazine; Trichlorocyanidine; 1,3,5-Trichlorotriazine; 2,4,6-Trichloro-s-triazine; 2,4,6-Trichloro-1,3,5-triazine; 2,4,6-Trichlorotriazine; 2,4,6-Trichloro-sym-triazine; syn-Trichlotriazin; Chlorotriazine; Cyanuric acid chloride; Kyanurchlorid; Tricyanogen chloride; sym-Trichlorotriazine; UN 2670; 1,3,5-Trichloro-2,4,6-triazine; 2,4,6-Trichlor-(1,3,5)triazine; NSC 3512


 

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