10347-14-5

Basic information

• Product Name: 1,2,4-Benzenetricarbonitrile
• CAS NO: 10347-14-5
• Molecular Formula: C9H3N3
• Molecular Weight: 153.143
• Mol File: 10347-14-5.mol

Chemical Properties

• CAS DataBase Reference: 1,2,4-Benzenetricarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Benzenetricarbonitrile(10347-14-5)
• EPA Substance Registry System: 1,2,4-Benzenetricarbonitrile(10347-14-5)

Safety Data

• Hazardous Substances Data: 10347-14-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,2,4-Benzenetricarbonitrile is used as a precursor in the synthesis of various organic compounds and polymers, leveraging its reactive cyano groups for the creation of a wide array of chemical products.
Used in Dye Production:
In the dye industry, 1,2,4-Benzenetricarbonitrile is utilized as a starting material for the production of different types of dyes, capitalizing on its chemical structure to yield colorants with specific properties.
Used in Pharmaceutical Manufacturing:
1,2,4-Benzenetricarbonitrile serves as an intermediate in the manufacturing of pharmaceuticals, where its unique molecular structure contributes to the development of new drugs with potential therapeutic applications.
Used in Organic Optoelectronics:
1,2,4-Benzenetricarbonitrile is explored for its potential use in organic optoelectronic devices, where its electronic properties may enhance the performance of these devices in various applications such as solar cells and light-emitting diodes.
Used in Material Science:
As a building block for novel materials, 1,2,4-Benzenetricarbonitrile is employed in material science for the development of new materials with unique properties, potentially leading to advances in multiple industries.

Upstream product

• 74-90-8 hydrogen cyanide 
• 120-82-1 1,2,4-Trichlorobenzene 
• 120-94-5 1-Methylpyrrolidine 
• 712-74-3 1,2,4,5-tetracyanobenzene 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 1070-71-9 propiolonitrile 
• 1633-22-3 [2.2]Paracyclophan 
• 62154-11-4 2,3-bis(4-methoxyphenyl)butane-2,3-diol 
• 56765-79-8 3,4-dicyanoaniline 
• 151-50-8 potassium cyanide 
• 22083-74-5 3-(1-methyl-pyrrolidin-2-yl)-pyridine 
• 10508-39-1 1,2,4-benzenetricarboxamide 
• 4433-11-8 3,4-dimethylbiphenyl 
• 2459-10-1 benzene-1,2,4-tricarboxylic acid trimethyl ester 

Downstream Products

• 63089-50-9 4-methylphthalonitrile 
• 1943-88-0 2,4-dicyanotoluene 
• 55984-93-5 2-methyl-1,4-dicyanobenzene 
• 88830-20-0 5-Methyl-1,2,4-benzenetricarbonitrile 

Relevant articles and documents

Palladium(II) phthalocyanines efficiently promote phosphine-free Sonogashira cross-coupling reaction at room temperature

Herein we report that exceptionally simple and inexpensive Pd(II) complexes of phthalocyanines efficiently catalyze direct formation of diphenylacetylenes at ambient conditions with low loading of catalyst (0.5 mol%). Results of this study demonstrate that terminal alkynes reacted mildly with p-substituted aryl bromides at room temperature under Pd and Cu-cocatalysis to give the corresponding phenylacetylenes in yields up to 98%. Also we have examined this catalyst in Sonogashira cross-coupling with aryl chlorides and it was very effective and this reaction at room temperature that there is no examples in recent articles. This protocol represents the first use of palladium phthalocyanine as homogeneous catalyst in the Pd/Cu-promoted Sonogashira reaction. The palladium(II) phthalocyanine complex is significantly more active in Sonogashira cross-coupling between aryl halides and terminal alkynes as compared with traditional catalysts because of absence of palladium black formation through agglomeration of metal particles and deactivation of catalyst.

Novel Silylation of Aromatic Nitriles via Photo-induced Electron Transfer

Photo-induced electron transfer reactions of hexamethyldisilane and aromatic nitriles have been examined; hexamethyldisilane acts as an effective ?-donor, and undergoes novel photochemical silylation of aromatic nitriles.

Preparation method of aromatic nitrile compound or heteroaromatic nitrile compound

The invention discloses a preparation method of an aromatic nitrile compound or a heteroaromatic nitrile compound. The preparation method comprises: under the protection of an inert gas, in a solvent,under the actions of a nickel catalyst, a ligand, metal zinc and an additive, carrying out a reaction on a cyanation reagent and halogenated aromatic hydrocarbon or halogenated heteroaromatic hydrocarbon. According to the present invention, by using the inexpensive and easily-available nickel catalyst and the ligand, the halogenated aromatic hydrocarbon or halogenated heteroaromatic hydrocarbon,especially the chlorinated aromatic hydrocarbon or chlorinated heteroaromatic hydrocarbon with characteristics of low price, easy obtaining and low reaction activity can mildly and efficiently react with the cyanation reagent with low toxicity to prepare the aromatic nitrile compound or heteroaromatic nitrile compound; and the preparation method has advantages of simple operation, mildness, high efficiency and the like, and further has characteristics of good functional group compatibility, good universality of substrate and the like.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

Corresponding amine nitrile and method of manufacturing thereof

The present invention relates to a nitrile manufacturing method, which has characteristics of significantly-reduced ammonia source consumption, low environmental pressure, low energy consumption, low production cost, high nitrile purity, high nitrile yield and the like compared with the method in the prior art, wherein nitrile having a complicated structure can be obtained through the method. The present invention further relates to a method for producing a corresponding amine from the nitrile.

General and Mild Nickel-Catalyzed Cyanation of Aryl/Heteroaryl Chlorides with Zn(CN)2: Key Roles of DMAP

A new and general nickel-catalyzed cyanation of hetero(aryl) chlorides using less toxic Zn(CN)2 as the cyanide source has been developed. The reaction relies on the use of inexpensive NiCl2·6H2O/dppf/Zn as the catalytic system and DMAP as the additive, allowing the cyanation to occur under mild reaction conditions (50-80 °C) with wide functional group tolerance. DMAP was found to be crucial for successful transformation, and the reaction likely proceeds via a Ni(0)/Ni(II) catalysis based on mechanistic studies. The method was also successfully extended to aryl bromides and aryl iodides.

Corresponding amine nitrile and method of manufacturing thereof (by machine translation)

The invention relates to a method of manufacturing one kind of nitrile, compared with the prior art, has significantly reduced the amount of ammonia, the environmental pressure of the small, low energy consumption, low production cost, nitrile product purity and yield and the like, and can obtain more complex structure of the nitriles. The invention also relates to the corresponding amine by the nitrile manufacture method. (by machine translation)

Colored Dye for color filter and Preparation method thereof

The present invention relates to a coloring dye for color filters and a photosensitive resin composition including the same. More specifically, provided are a coloring dye for color filters, which exhibits excellent heat resistance, light resistance, chemical resistance, and high brightness. To this end, a certain ionic substituent capable of increasing solubility such as cyanoacetic acid is added into phthalocyanine, and a strong electron withdrawing group capable of increasing solubility in solvents is substituted. In addition, a light-absorption region is shifted to a blue region. Also, provided is a photosensitive resin composition including the same.

On the trimerization of cyanoacetylene: Mechanism of formation of tricyanobenzene isomers and laboratory detection of their radio spectra

In support of a deeper understanding of the chemistry of cyanoacetylene-a known constituent of planetary atmospheres and interstellar space-theoretical and experimental studies address the chemical mechanism of dimerization and trimerization, and provide high-resolution rotational spectra of two of the trimeric products, 1,2,3- and 1,2,4-tricyanobenzene. Analysis of the rotational spectra is particularly challenging because of quadrupolar coupling from three 14N nuclei. The laboratory rotational spectra provide the basis for future searches for these polar aromatic compounds in interstellar space by radio astronomy.

ESR-investigations on the dynamic solvent effects of degenerate electron exchange reactions. Part I: Cyanobenzenes

The rates of degenerate electron exchange (electron self-exchange) of various cyanobenzenes have been measured by EPR line broadening technique in nine different solvents at room temperature. The molecules studied comprise besides benzene-1,2-dicarbonitrile, benzene-1,4-dicarbonitrile and benzene-1,2,4,5-tetracarbonitrile, the two isomeric tricyanobenzenes, benzene-1,2,3- tricarbonitrile and benzene-1,2,4-tricarbonitrile, the anion radicals of which have not been characterized before. The experimentally observed rates vary from 4.5 × 108 to 44.0 × 10 8 M-1 s-1 and show the pronounced dependence on the longitudinal relaxation times, τL, of the solvents. The solvent dynamical effect so manifested is confirmed with remarkable clarity using solvents spanning a wide range of τL-values, which comprise acetonitrile (0.2 ps) and o-dichlorobenzene (6.0 ps) at its extremes. The rate constants are compared with Marcus theory using the continuum model (CM) and the mean spherical approximation (MSA) for the outer sphere reorganization energies and Nelson's method for the inner sphere reorganization energies. Furthermore, an estimation of the resonance splitting energies, VRP, is given based on the experimental rates. by Oldenbourg Wissenschaftsverlag.