Cyanuryl chloride

Tricyan, n. tricyanogen, -chlorid, n. tricyanyl chloride (cyanuryl chloride). -saure, /. tricyanic acid (cyanuric acid), tiieb, pret. (of treiben) drove, propelled, etc. Trieb, m. driving force, impetus drive (of... 

The electrolytic preparation of cyanuryl chloride from a chloride and hydrogen cyanide is dangerous. 

With cyanuryl chloride, DMF forms a 1 1 complex that decomposes violently at a temperature starting at 60°C by releasing carbon dioxide, and is also thought to form an unsaturated quaternary ammonium salt (refer to the effect of bromine on DMF as a possible form of this ammonium in the effect of halogens) ... 

When there is no diluent, organic acid chlorides and metal halides react very violently with DMSO. This goes for acetyl chloride, benzenesulphonyl (C6H5SO2CI), cyanuryl chloride, phosphorus and phosphoryl trichlorides, tetrachlorosilane, sulphur, thionyl, and sulphuryl chlorides. With oxalyl chloride, the reaction is explosive at ambient temperature, but can be controlled at -60°C in a solution with dichloromethane. The dangerous reactions are thought to be... 

The most widely used herbicides today are triazine compounds (three nitrogens in the heterocyclic aromatic ring). Atrazine is used especially on com but also on pineapple and sugarcane. It is synthesized by reacting cyanuryl chloride successively with one equivalent of ethylamine and one equivalent of isopropylamine. Cyanuryl chloride is made in one step from... 

Covalent bonds. The covalent bond between carbon atoms in most organic compounds is very stable. It has been realized for a long time that great wet fastness would be obtained if dye molecules could be anchored to textile fibres by covalent bonds. During the last decade this has been achieved with the aid of certain reactive groups such as cyanuryl chloride, trichloropyrimidyl, sulphonethanolamide sulphuric acid ester, and vinyl sulphone. 

Concurrently with the fixation of the dye on the cellulose an undesirable reaction takes place between the chlorine atoms in the cyanuryl chloride groups and water, yielding either the mono or dihydroxy compound... 

During storage, CK tends to form the cyclic trimer cyanuric chloride (cyanuryl chloride (C1CN)3). 

Similar polyols with triazinic structure are obtained by using cyanuric acid condensates. Cyanuric acid is a product of urea thermal decomposition or the product of hydrolysis of melamine or of cyanuryl chloride [40]. 

Triazines, formerly symmetric or 5-triazines, have been known for almost 200 years, and are, like many heterocyclic compounds, often referred to by trivial names. Common trivial names used include cyanuric acid (2,4,6-trihydroxy-l,3,5-triazine (1)), cyanurates (2,4,6-trialkoxy-1,3,5-triazines (2)), cyanuryl chloride (2,4,6-trichloro-l,3,5-triazine (3)), isocyanurates (1,3,5-trialkyl-... 

A CNDO/2 method has been applied to calculate structural parameters of 5-azauracil <82ACH35l>. Ab initio and x-ray deformation densities have been compared in cyanuryl chloride the basis sets examined range over STO-3G, 3-21G, 4-31G, 6-31G, and 6-31G. Good agreements were found when a polarization basis set was employed in the calculation of the electronic structure <89JST(202)111>. 

Cyanuryl chloride crystallizes as slippery, colorless plates. A layered structural lattice of the n-... 

The ring carbons of cyanuryl chloride (3) occur at 172.5 ppm and in cyanuric acid (1) they are at... 

The UV absorption spectra of 1,3,5-triazine derivatives which contain 7c-electron donors (Cl, O, OH, and OMe) have been studied <91 MI 612-02). Together with calculations of the electronic excitation energies and their intensities by CNDO/S method, the structure of cyanuryl chloride hydrolysis products have been determined. Conjugation of substituents with the 1,3,5-triazine ring leads to a bathochromic shift <6IRTCI58>. Cyanuric acid absorbs in the far UV with a weak band at 280 nm and a hypsochromic shift was reported as the pH was lowered <64SA397>. 

The majority of 1,3,5-triazine derivatives are solids, and liquids are seen with the introduction of fluorine into the ring or with other highly fluorinated substituents. Cyanuric fluoride has b.p. 73-74°C cyanuryl chloride is a solid, m.p. 146°C. Cyanuric acid, thiocyanuric acid and melamine have... 

Silyl enol ethers (CHj = CROSiMe3) react with cyanuryl chloride and replace only one chlorine with a carbon substituent (CH2COR R = cyclopropyl, 70 /o, R = Ph, 90 /o). Friedel-Crafts arylation <83KGS1125,92EUP497734>, the Ullmann reaction of 2-iodo-1,3,5-triazine to form 2,2 -bis-1,3,5-triazine <82NKK1425>, and a palladium-catalyzed cross-coupling reaction of 2-substituted 4,6-dichloro-... 

CYANURYL CHLORIDE (108-77-0) Reacts with moist air, forming fiimes of hydrogen chloride fumes. Violent exothermic reaction with water above 86°F/30°C or steam, forming hydrogen chloride and cyanic acid. Violent reaction with ethanol, dimethylformamide, dimethylsulfoxide, methanol. Isolate from alcohols and caustic materials. 

Beilstein Handbook Reference) AI3-17788 BRN 0124246 Chlorothazine Cyanur chloride Cyanurchloride Cyanuric acid chioride Cyanuric acid trichloride Cyanuric chloride Cyanuryl chloride EINECS 203-614-9 HSDB 2905 Kyanurchlorid NSC 3512 1,3,5-Triazine, 2,4,6-trichloro- s-Triazine, 2,4,6-tri-chloro- Trichlorocyanidine Tricholorotriazine Trichloro-s-triazine 1,3,5-Trichlorotriazlne 2,4,6-Trichlorotriazine 2,4,6-Trichloro-1,3,5-triazine 2,4,6-Triohloro-s-triazine Tricyanogen chloride UN2670. Crystals mp = 154" bp = 192 very soluble in EtOH. 

Solubility At 20° C, soluble in water (2,500 cmVlOO mL) ethyl alcohol (10,000 cmVlOO mL) and ether (5,000 cmVlOO mL) soluble in all organic solvents, but tends to polymerize to cyanuryl chloride (CNCI3) on storage... 

CAS-No [108-77-0] 2,4,6-triehloro-1,3,5-triazlne cyanuric acid chloride cyanuryl chloride trlchlorocyanidine... 

Synonyms Chlorotriazine Cyanurchloride Cyanuric acid chloride Cyanuric trichloride Cyanuryl chloride... 

For atrazine, a herbicide of the triazine family, synthesis of the carboxylic derivative is carried out starting from cyanuryl chloride via double substitution of chlorine by isopropylamine and then 6-aminocaproic acid by the method of [43]. 

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