935-16-0

Usage

Uses

Used in Polymer and Plastics Industry:
1,4-Diisocyanobenzene is used as a monomer in the synthesis of polyurethane polymers for its ability to form stable and versatile materials with a wide range of applications, including flexible and rigid foams, coatings, adhesives, and elastomers. The high reactivity of its isocyanate groups allows for the creation of durable and performance-driven products in this industry.
Used in Chemical Intermediates:
In the chemical intermediates sector, 1,4-Diisocyanobenzene is utilized as a precursor for the production of various other chemicals and compounds, further expanding its applications in different industries that rely on these intermediates for their processes and end products.

InChI:InChI=1/C8H4N2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H

Upstream product

• 67-66-3 chloroform 
• 106-50-3 1,4-phenylenediamine 
• 6262-22-2 N-(4-formylaminophenyl)formamide 
• 503-38-8 trichloromethyl chloroformate 
• 69236-29-9 p-aminophenyl isocyanide 

Downstream Products

• 92883-99-3 N,N,N',N'-Tetraethyl-3-(4-isocyano-phenylimino)-cycloprop-1-ene-1,2-diamine 
• 92883-93-7 3-(4-Isocyano-phenylimino)-N,N,N',N'-tetramethyl-cycloprop-1-ene-1,2-diamine 
• 139015-76-2 2,2,3,3,4,4-Hexa-tert-butyl-N-(4-isocyanphenyl)-2,3,4-trisilacyclobutan-1-imin 
• 139015-78-4 1,4-Bis(2,2,3,3,4,4-hexa-tert-butyl-2,3,4-trisilacyclobutylimino)benzol 
• 115321-35-2 W(CO)4(P(C₆H₅)3)CNC₆H₄NCW(CO)4(P(C₆H₅)3) 
• 115161-33-6 Fe4(CO)10(μ4-PPh)2(p-phenylenebis(isonitrile))Fe4(CO)10(μ4-PPh)2 
• 114422-47-8 μ-(1,4-diisocyanibenzene)tetra(2,3-naphtho)porphinatoiron(II) 
• 114394-97-7 bis(1,4-diisocyanibenzene)tetra(2,3-naphtho)porphinatoiron(II) 
• 88314-34-5 {(NC)2C₆H₄FeC₂₀H₈N₄(C₆H₅)4*0.1C₆H₅Cl}(n) 

Relevant academic research and scientific papers

Pyrimidazole-Based Covalent Organic Frameworks: Integrating Functionality and Ultrastability via Isocyanide Chemistry

Development of new chemistry to simultaneously meet the demands for topology, connectivity, and functionality is highly desired in the research area of covalent organic frameworks (COFs). We explore herein the isocyanide chemistry so as to establish a facile paradigm to integrate functionality and ultrastability in COFs. Using the representative Groebke-Blackburn-Bienaymé (GBB) reaction based on isocyanide chemistry, we are able to construct a series of pyrimidazole-based COFs in one step from isocyanide, aminopyridine, and aldehyde monomers. Diversified functionalities have been bottom-up integrated by the simple replacement of readily available 2-aminopyridine monomers. Meanwhile, the ubiquitous formation of fused imidazole rings within the frameworks has guaranteed their ultrastability. In view of the rich synthetic possibilities provided by isocyanide chemistry, we expect that this contribution opens up a new avenue toward the divergent construction of robust COFs for practical applications.

Room-Temperature Metal-Free Multicomponent Polymerizations of Elemental Selenium toward Stable Alicyclic Poly(oxaselenolane)s with High Refractive Index

Selenium-containing polymers are a group of fascinating functional polymers with unique structures, properties, and applications, which have been developed recently but only with limited examples. The challenges of developing selenium-containing polymers

Mild C?F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm

Fluorinated compounds have become important in the fields of agrochemical industry, pharmaceutical chemistry and materials sciences. Accordingly, various methods for their preparation have been developed in the past. Fluorinated compounds can be accessed via conjugation with fluorinated building blocks, via C?H fluorination or via selective activation of perfluorinated compounds to give the partially fluorinated congeners. Especially the direct activation of C?F bonds, one of the strongest σ-bonds, still remains challenging and new strategies for C?F activation are desirable. Herein a method for the photochemical activation of aromatic C?F bonds is presented. It is shown that isonitriles selectively insert into aromatic C?F bonds while aliphatic C?F bonds remain unaffected. Mechanistic studies reveal the reaction to proceed via the indirect excitation of the isonitrile to its triplet state by photoexcited acetophenone at 350 nm. Due to the relatively mild light used, the process shows high functional group tolerance and various compounds of the class of benzimidoyl fluorides are accessible from aryl isonitriles and commercially available perfluorinated arenes. (Figure presented.).

Synthesis and antiproliferative activity of aromatic and aliphatic bis[aminomethylidene(bisphosphonic)] acids

A series of aromatic and aliphatic bis[aminomethylidene(bisphosphonic)] acids was synthesized in the reaction of triethylphosphite with isonitriles followed by hydrolysis or dealkylation. The in vitro anti-proliferative effect of all synthesized tetraphosphonic acids against MCF-7 breast cancer cells, J774E macrophages and HL-60 promyelocytic leukemia cells was determined. Three aromatic derivatives (5a, 5f and 5j) showed a similar or higher anti-proliferative activity than zoledronic acid.

Electrochemical generation of alkyl and aryl isocyanides

An efficient and widely applicable reagent-free method for the synthesis of alkyl and aryl isocyanides has been established. The electrochemical reduction of alkyl and aryl carbonimidoyl dichlorides under constant cathode potential leads to the corresponding isocyanides in almost quantitative yields. The availability of the starting materials, the mildness of the reaction conditions as well as the easy isolation of products are noteworthy, advantageous features of the procedure.