3420-84-6

Usage

Chemical structure

A triazine ring with three chlorophenyl groups attached.

Appearance

White to off-white crystalline solid.

Solubility

Insoluble in water.

Agricultural applications

As a herbicide, insecticide, or fungicide.

Organic synthesis

As a building block in the synthesis of various organic compounds.

Toxicity

Presence of chlorophenyl groups adds to its toxicity.

Environmental impact

Potential environmental impact due to its toxicity.

Safety precautions

Handle and dispose of the chemical with care and in accordance with safety regulations.

Upstream product

• 2909-38-8 m-chlorophenyl isocyanate 
• 88571-29-3 3,5-bis(m-chlorophenyl)-2,2-dimethyl-1,2λ⁴,3,5-oxathiadiazine-4,6(3H,5H)-dione 
• 2235-00-9 vinylcaprolactam 

Relevant academic research and scientific papers

Highly efficient cyclotrimerization of isocyanates using N-heterocyclic olefins under bulk conditions

With a catalyst loading as low as 0.005%, high to excellent yields of isocyanurates could be achieved from N-heterocyclic olefin mediated organocatalytic cyclotrimerization of a wide range of isocyanates under bulk conditions. Experimental details coupled with structural characterization of the key intermediates led to comprehensive mechanistic studies of cyclotrimerization.

An expeditious method for the selective cyclotrimerization of isocyanates initiated by TDAE

We developed a rapid and green synthesis of various isocyanurates by cyclotrimerization of isocyanates using TDAE (tetrakis(dimethylamino)ethylene). TDAE displays excellent performance in catalytic quantities, affording the corresponding trimer of isocyanates very rapidly, under air and at room temperature in good to excellent yields.

Structure of the product of interaction of n-vinylcaprolactam with 3-chlorophenylisocyanate

The [2+2]-cycloaddition reaction of N-vinylcaprolactam with 3-chlorophenylcyanate yielding 1-(3- chlorophenyl)-4-[1H-perhydroazepinone-2]- azetidinone-2 is studied. The structure of the obtained compound is determined by single crystal XRD.

Cyclodimerization and cyclotrimerization of isocyanates promoted by one praseodymium benzenethiolate complex [Pr(SPh)3(THF)3]

The cyclotrimerization of aryl isocyanates and the cyclodimerization of alkyl isocyanates initiated by one praseodymium benzenethiolate complex [Pr(SPh)3(THF)3] were investigated. Comparative runs with [Pr(SPh)3(THF)3] and its precursor Pr[(Me 3Si)2N]3 showed that the former has the advantages of a higher selectivity toward isocyanates, easy preparation, low catalyst loading, high conversion as well as mild reaction conditions.

The Synthesis of Isocyanurates on the Trimerization of Isocyanates under High Pressure

The trimerization of phenyl isocyanate in the presence of triethylamine was accelerated under high pressure to give triphenyl isocyanurates almost quantitatively.The reaction in benzen was remarkably accelerated by compression.The effects of pressure, temperature, catalysts, and solvents were examined on the trimerization of phenyl isocyanate.Aryl and normal alkyl isocyanates trimerized under high pressure to give the corresponding isocyanurates in good yields, whereas isocynates having bulky alkyl groups such as t-butyl and cyclohexyl did not trimerize even under 800 MPa.