TRIALLYL ISOCYANURATE

PRODUCT IDENTIFICATION

CAS NO. 1025-15-6

TRIALLYL ISOCYANURATE

EINECS NO. 213-834-7
FORMULA C12H15N3O3
MOL WT.

249.27

H.S. CODE 2933.69
SMILES

 

TOXICITY Oral rat LD50: 1 gm/kg
SYNONYMS 1,3,5-Triallylisocyanurate; 1,3,5-Triallylisocyanuric Acid;
Triallyl-s-triazine-2,4,6(1H,3H,5H)-Trione; Isocyanuric Acid Triallyl Ester; 1,3,5-Tri-2-propenyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE yellow liquid
MELTING POINT 23.5 - 25 C
BOILING POINT 149 - 152 C
SPECIFIC GRAVITY 1.159
SOLUBILITY IN WATER Insoluble
AUTOIGNITION  
pH  
VAPOR DENSITY  
NFPA RATINGS  

REFRACTIVE INDEX

1.519

FLASH POINT

110 C

STABILITY Stable under ordinary conditions

APPLICATIONS

Allyl- is the prefix for the univalent organic group, -CH2=CHCH2. Allyl alcohol is an example, CH2=CHCH2OH, clear, pungent liquid, boiling at 96 C; soluble in water. It is prepared from allyl chloride by hydrolysis. Allyl compound, an alkene hydrocarbon, has a vinyl group, CH2=CH-, attached to a methylene -CH2. Because of the highly reactive solid bond, allyl can undergo free radical addition to solid bond which readily combine with themselves or other monomers to form homopolymers or co-polymers which are used in the production of coatings, adhesives and elastomers. In addition to free radical addition, allyl compounds can participate in a wide variety of reactions including electrophilic additions, allylic substitution and oxidation.  Allyl, an unsaturated bond, imparts a characteristic odor in some compounds. An example is allyl isothiocyanate which is the main ingredient of black mustards. (white mustard consists principally of p-hydroxybenzyl isothiocyanate). Allyl isothiocyanate is called mustard oil. Allyl esters are involved in fragrance, flavor, or odor.

Triazine is the chemical species of six-membered heterocyclic ring compound with three nitrogens replacing carbon-hydrogen units in the benzene ring structure. The names of the three isomers indicate which of the carbon-hydrogen units on the benzene ring position of the molecule have been replaced by nitrogens, called 1,2,3-triazine, 1,2,4-triazine, and 1,3,5-triazine respectively. Symmetrical 1,3,5-triazine is the common. Triazines are prepared from 2-azidocyclopropene through thermal rearrangement (1,2,3-triazine), from 1,2-dicarbonyl compound with amidrazone by condensation reaction (1,2,4-triazine) and from cyanic acid amide by trimerization (1,3,5-triazine). Pyridine is the aromatic nitrogen heterocycle compound having only one nitrogen, and diazines are with 2 nitrogen atoms and tetrazines are with 4 nitrogen atoms on the benzene ring system. Triazines are weak base. Triazines have much weaker resonance energy than  benzene, so nucleophilic substitution is preferred than electrophilic substitution. Triazines are basic structure of herbicides, examples are amitole (CAS #: 61-82-5), atrazine (CAS #: 1912-24-9), cyanazine (CAS #: 21725-46-2), simazine (CAS #: 122-34-9), trietazine (CAS #: 1912-26-1). Large volume of triazines are used in  the manufacture of resin modifiers such as melamine and benzoguanamine.  Melamine (1,3,5-Triazine-2,4,6-triamine) is reacted with formaldehyde to from a very durable thermoset resin. Benzoguanamine (2,4-Diamino-6-phenyl-1,3,5-triazine) is used to increase thermoset properties of alkyd, acrylic and formaldehyde resins. Triazines are also useful as chromophore groups in colorants and Chlorine attached in Triazine compounds undergo nucleophilic substitution reactions well with with hydroxyl groups in cellulose fibres. Some triazine family compounds are used in pharmaceutical industry as coupling agent for the synthesis of peptide in solid phase as well as solution and as side chain of antibiotics. Triazine compounds are used in formulating bactericide and fungicide. They are used as  preservatives in oil field applications. They are used as disinfectant, industrial deodorant and biocide in water treatment. They are used as a bleaching agents.

Triallylisocyanurate compound is used as a cross-linking agent for synthetic rubbers and plastics. It is also used as an intermediate for flame retardant additives and adhesives.

SALES SPECIFICATION

APPEARANCE

yellow liquid
MELTING POINT 149 - 152 C

MOISTURE

0.1% max

SPECIFIC GRAVIRY

1.145 - 1.165

TRANSPORTATION
PACKING 220kgs in drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
European Hazard Symbols: XN, Risk Phrases: 22, Safety Phrases: 23-24/25

GENERAL DESCRIPTION OF CYANURIC ACID

Cyanic acid (the isomer of fulminic acid) is an unstable (explosive), poisonous, volatile, clear liquid with the structure of H-O-C¡ÕN (the oxoacid formed from the pseudohalogen cyanide), which is readily converted to cyamelide and fulminic acid. There is another isomeric cyanic acid with the structure of H-N=C=O, called isocyanic acid. Cyanate group (and isocyanate group) can react with itself. Cyanuric acid (also called pyrolithic acid), white monoclinic crystal with the structure of [HOC(NCOH)2N], is the trimer of cyanic acid. The trimer of isocyanic acid is called biuret.
  • Cyanic acid: H-N=C=O or H-O-C¡ÕN
  • Fulminic acid: (H-C=N-O) or H-C¡ÕN-O
  • Isocyanic acid: H-N=C=O
  • Cyanuric acid: HOC(NCOH)2N
  • Biuret: (NH2)CO)2 NH

Cyanic acid hydrolyses to ammonia and carbon dioxide in water. The salts and esters of cyanic acid are cyanates. But esters of normal cyanic acid are not known. The salts and esters of isocyanic acid are isocyanates. The isocyanate group reacts with the hydroxyl functional group to form a urethane linkage. Diisocyanates (or polyisocyanates) are monomers for polyurethane production. Polyurethane is made from a variety of diisocyanates in conjunction with polyether and polyester polyols as co-reactants by addition polymerization which needs at least two -N=C=O groups. Polyurethanes are widely used in the manufacture of flexible and rigid foams, fibres, coatings, and elastomers. If isocyanate monomer is polymerized with amine group, polyurea is produced. Cyanates (or Isocyanates) are readily reacts with various form of amine (including ammonia, primary-, secondary-amines, amides and ureas) and hydroxyl functional group. They are used in the synthesis for the target molecules such as pharmaceuticals, pesticides, textile softener, lubricants and industrial disinfectants. They can convert to polycyclic compounds such as hydantoins and imidazolons. They are used as plastic additives and as heat treatment salt formulations for metals.

 

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