615-71-4

Basic information

• Product Name: benzene-1,2,4-triyltriamine
• Synonyms: benzene-1,2,4-triyltriamine;EINECS 210-428-1;1,2,4-triaminobenzene;1,2,4-Benzenetriamine
• CAS NO: 615-71-4
• Molecular Formula: C₆H₉N₃
• Molecular Weight: 123.15576
• EINECS: 210-443-3
• Mol File: 615-71-4.mol
• Article Data: 33

Chemical Properties

• Melting Point: 97.3°C
• Boiling Point: 219.27°C (rough estimate)
• Flash Point: 191.2°C
• Appearance: /
• Density: 1.1097 (rough estimate)
• Vapor Pressure: 7.51E-05mmHg at 25°C
• Refractive Index: 1.5589 (estimate)
• PKA: 5.85±0.10(Predicted)
• CAS DataBase Reference: benzene-1,2,4-triyltriamine(CAS DataBase Reference)
• NIST Chemistry Reference: benzene-1,2,4-triyltriamine(615-71-4)
• EPA Substance Registry System: benzene-1,2,4-triyltriamine(615-71-4)

Safety Data

• Hazardous Substances Data: 615-71-4(Hazardous Substances Data)

Usage

General Description

Benzene-1,2,4-triyltriamine, also known as 1,2,4-benzenetriamine, is a chemical compound with the molecular formula C6H9N3. It is a triamine derivative of benzene, consisting of a benzene ring with amine functional groups attached at the 1st, 2nd, and 4th carbon atoms. It is commonly used in organic synthesis and as a building block for the production of various chemical compounds. Benzene-1,2,4-triyltriamine has several industrial applications, including being used in the manufacturing of dyes, pharmaceuticals, and polymers. It is also used as a corrosion inhibitor and as a component in the production of specialty chemicals. Additionally, it has potential applications in the field of medicine and biochemistry for its use in the synthesis of various pharmaceuticals and biologically active compounds.

InChI:InChI=1/C6H9N3/c7-4-1-2-5(8)6(9)3-4/h1-3H,7-9H2

Upstream product

• 5131-58-8 2,4-diaminonitrobenzene 
• 857439-35-1 4-nitroso-m-phenylenediamine 
• 17895-41-9 4-(2,4-diamino-phenylazo)-benzenesulfonic acid 
• 495-54-5 2,4-diaminoazobenzene 
• 97-02-9 2,4-Dinitroanilin 
• 13659-82-0 cycloundecanone-(2,4-dinitro-phenylhydrazone) 
• 79128-80-6 6-methoxy-3,4-dihydro-2H-naphthalen-1-one-(2,4-dinitro-phenylhydrazone) 
• 56120-01-5 2',4'-diaminobenzanilide 
• 790-13-6 cyclopropylmethyl ketone 2,4-dinitrophenylhydrazone 
• 1589-62-4 cyclohexanone (2,4-dinitrophenyl)hydrazone 
• 1157-84-2 1-benzylidene-2-(2,4-dinitrophenyl)hydrazone 
• 1677-87-8 acetophenone 2,4-dinitrophenylhydrazone 
• 1160-74-3 Cyclohexyl methyl ketone 2,4-dinitrophenylhydrazone 
• 79128-81-7 1-phenyl-3-methyl-2-butanone 2,4-dinitrophenylhydrazone 

Downstream Products

• 7466-46-8 2,3-diphenyl-6-amino-quinoxaline 
• 62686-19-5 11-aminodibenzo[a,c]phenazine 
• 934-22-5 5-aminobenzimidazole 
• 6298-37-9 6-aminoquinoxaline 
• 4236-41-3 3-methyl-6-aminoquinoxaline 
• 4188-17-4 2-methyl-6-amino-quinoxaline 
• 91658-68-3 2,3,6(7)-Triaminophenazine 
• 62-53-3 aniline 
• 6973-93-9 6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione 
• 64946-05-0 2,2'-diphenyl-3,3'-p-phenylene-bis-quinoxalin-6-ylamine 
• 30120-73-1 1,2,4-triaminobenzene N¹,N²,N⁴-triacetate 
• 77500-04-0 2-amine-3,8-dimethylimidazo[4,5-f]quinoxaline 

Relevant articles and documents

Synergistic effect from Lewis acid and the Ni-W2C/AC catalyst for highly active and selective hydrogenation of aryl nitro to aryl amine

This work presents a facile approach for clean and chemoselective synthesis of various functionalized arylamines from their corresponding substituted nitroarenes through the unexpected synergistic effect of a Lewis acid and the Ni-W2C/AC catalyst, affording almost 100% arylamine yield. The results challenge the long-held axiom that the combination of Lewis acid and hydrogenation catalyst mainly enhances the transformation of nitrobenzene (NB) to p-aminophenol via Bamberger rearrangement of the formed intermediate phenylhydroxylamine (PHA) under catalytic hydrogenation conditions. X-ray diffraction (XRD) and FT-IR spectroscopy were employed to reveal the relationship between catalyst nature and catalytic performance, and a plausible reaction mechanism is also proposed. Reaction results demonstrate that the FeCl3-Ni-W2C/AC catalytic system shows comparable catalytic performance towards precious metals for chemoselective reduction of various aromatic nitro compounds, affording 100% yield for all substrates involved in this work (99.5% of isolated yield for model substrate). Moreover, it can be found that the catalyst could be easily recovered by filtration and recycled without visible loss of its catalytic activity. Therefore, the developed FeCl3-Ni-W2C/AC catalytic system in this work can be considered as a practical candidate for clean and highly-efficient synthesis of diverse functionalized arylamines. We believe this approach can be extended to the other hydrogenation reactions. This journal is the Partner Organisations 2014.

Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy

As epigenetic readers, bromodomain and extra-terminal domain (BET) family proteins bind to acetylated-lysine residues in histones and recruit protein complexes to promote transcription initiation and elongation. Inhibition of BET bromodomains by small molecule inhibitors has emerged as a promising therapeutic strategy for cancer. Herein, we describe our efforts toward the discovery of a novel series of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as BET inhibitors. Intensive structural modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biological studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic properties and antitumor efficacy in MV4-11 mouse xenograft model with acceptable tolerability. These results indicated that BET inhibitors could be potentially used to treat hematologic malignancies and some solid tumors.

Ionic liquid covered iron-oxide magnetic nanoparticles decorated zeolite nanocomposite for excellent catalytic reduction and degradation of environmental toxic organic pollutants and dyes

Ionic liquid 2′,3′-epoxypropyl-N-methyl-2-oxopyrrolidinium salicylate ([EPMpyr][SAL]) IL, bonded iron oxide magnetic nanoparticles (MNP) with zeolite modified nanocomposite (IL/MNP/Zeo) was synthesized. This nanocomposite was characterized by micro and macroscopic techniques, namely, Fourier transform infrared spectroscopy (FTIR), x-ray powder diffraction (XRD), scanning electron microscope (SEM), energy dispersive x-ray spectrometry (EDX), transmission electron microscopy (TEM), thermogravimetry and differential scanning calorimetry (TGA&DSC). These techniques have been used to reveal the overall physical properties including functional groups which are present, crystalline nature, morphology, elemental identifications and thermal stability of the nanocomposite respectively. In this case, ionic liquid (IL) and iron oxide magnetic nanoparticles (MNP) were synthesized and characterized. Both IL and MNPs contributed to enhancing the binding property and thermal stability of the nanocomposite. This novel nanocomposite acts as an excellent catalyst for the reduction of several nitroanilines, namely, 2-nitroaniline, 3-nitroaniline, 4-nitroaniline, Nitrophenyl diamine and dyes (Methylene blue and Allura red). In this investigation, time-dependent UV–vis spectroscopy was used to monitor the reduction reactions. Furthermore, the catalyst was removed after completion of the reaction, using an external magnet; then purified and recycled for further reactions with negligible loss of activity. In addition, these reduction reactions are obtained in an aqueous medium which makes them more economical, eco-friendly and easy to handle. This type of research is very helpful in environmental protection; especially the pollution of natural water resources from industrial wastewater.

Excellent photocatalytic reduction of nitroarenes to aminoarenes by BiVO4 nanoparticles grafted on reduced graphene oxide (rGO/BiVO4)

A novel heterogeneous composite material based on reduced graphene oxide (rGO) and bismuth vanadate (BiVO4) was prepared and characterized by various techniques such as powder XRD, HRTEM, EADX, UV–Vis-DRS, FT-IR, Raman, BET and XPS analyses. The characterization results reveal that the rGO well decorated by BiVO4. The electrochemical impedance spectroscopy (EIS) shows the increasing of charge transfer of rGO/BiVO4 in presence of light irradiation. In this research, the pure BiVO4 and rGO/BiVO4 composite have been explored for photocatalytic reduction of nitroarenes. Among the prepared nanocomposites, rGO loaded with 10% BiVO4 catalyst (noted as rGO/BiVO4–10%) shows the best performance for the photo-reduction of various nitroaromatic molecules to their corresponding amine compounds under visible-light irradiation at room temperature. The catalyst exhibited in particular excellent photocatalytic activity for the conversion of 1,4-dinitrobenzene to 4-nitroanilline (100% conversion) in 20?min, 4-chloronitrobenzene to 4-chloroaniline and 2-nitrophenol to 2-aminophenol (100% conversion) in only 30?min. In addition, the conversion of 4-bromonitrobenzene, 4-iodonitrobenzene to their corresponding amine compounds (100% conversion) was achieved in 60?min. The catalyst was recovered for several times and reused without decreasing of its efficiency.