7753-05-1

Basic information

• Product Name: 2-(3-nitrophenyl)-4,6-diphenyl-1,3,5-triazine
• Synonyms: 1,3,5-triazine, 2-(3-nitrophenyl)-4,6-diphenyl-; 2-(3-Nitro-phenyl)-4,6-diphenyl-[1,3,5]triazine; 2-(3-Nitrophenyl)-4,6-diphenyl-1,3,5-triazine; 2-(M-NITROPHENYL)-4,6-DIPHENYL-S-TRIAZINE
• CAS NO: 7753-05-1
• Molecular Formula: C₂₁H₁₄N₄O₂
• Molecular Weight: 354.3615
• Mol File: 7753-05-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 603.6°C at 760 mmHg
• Flash Point: 318.8°C
• Density: 1.28g/cm³
• Vapor Pressure: 7.02E-14mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-(3-nitrophenyl)-4,6-diphenyl-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-nitrophenyl)-4,6-diphenyl-1,3,5-triazine(7753-05-1)
• EPA Substance Registry System: 2-(3-nitrophenyl)-4,6-diphenyl-1,3,5-triazine(7753-05-1)

Safety Data

• Hazardous Substances Data: 7753-05-1(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 121-90-4 m-nitrobenzoic acid chloride 
• 5496-38-8 2-(3-nitrophenyl)-4,5-diphenyl-1H-imidazole 
• 619-25-0 3-Nitrobenzyl alcohol 
• 1670-14-0 benzamidine monohydrochloride 
• 99-08-1 1-methyl-3-nitrobenzene 
• 7409-18-9 3-nitrobenzylamine 
• 3842-55-5 2-chloro-4,6-diphenyl-1,3,5-triazine 
• 13331-27-6 m-nitrobenzene boronic acid 
• 121-89-1 3-Nitroacetophenone 
• 99-61-6 3-nitro-benzaldehyde 
• 134-81-6 benzil 
• 3459-99-2 3-nitrobenzamidine 
• 116856-91-8 1,2-bis(p-nitrophenylazo)stilbene 

Downstream Products

• 30363-00-9 3-(4,6-diphenyl-1,3,5-triazabenzene-2-yl)aniline 

Relevant articles and documents

Synthesis, characterization, and cycloaddition reactivity of a monocyclic aromatic 1,2,3,5-tetrazine

Herein we disclose the synthesis and full characterization of the first monocyclic aromatic 1,2,3,5-tetrazine, 4,6-diphenyl-1,2,3,5-tetrazine. Initial studies of its cycloaddition reactivity, mode, regioselectivity, and scope illustrate that it participates as the 4π-component of well-behaved inverse electron demand Diels-Alder reactions where it preferentially reacts with electron-rich or strained dienophiles. It was found to exhibit an intrinsic reactivity comparable to that of the isomeric 3,6-diphenyl-1,2,4,5-tetrazine, display a single mode of cycloaddition with reaction only across C4/N1 (no N2/N5 cycloaddition observed), proceed with a predictable regioselectivity (dienophile most electron-rich atom attaches to C4), and manifest additional reactivity complementary to the isomeric 1,2,4,5-tetrazines. It not only exhibits a remarkable cycloaddition reactivity, surprisingly good stability (e.g., stable to chromatography, long-term storage, presence of H2O even as reaction co-solvent), and broad cycloaddition scope, but it also displays powerful orthogonal reactivity with the 1,2,4,5-tetrazines. Whereas the latter reacts at extraordinary cycloaddition rates with strained dienophiles (tetrazine ligation), the new and isomeric 1,2,3,5-tetrazine displays similarly remarkable cycloaddition rates and efficiencies with amidines (1,2,3,5-tetrazine/amidine ligation). The crossover reactivities (1,2,4,5-tetrazines with amidines and 1,2,3,5-tetrazines with strained dienophiles) are sufficiently low to indicate they may be capable of use concurrently without competitive reactions.

IEDDA Reaction of the Molecular Iodine-Catalyzed Synthesis of 1,3,5-Triazines via Functionalization of the sp3 C-H Bond of Acetophenones with Amidines: An Experimental Investigation and DFT Study

The present work reports an inverse electron demand Diels-Alder (iEDDA)-type reaction to synthesize 1,3,5-trizines from acetophenones and amidines. The use of molecular iodine in a catalytic amount facilitates the functionalization of the sp3 C-H bond of acetophenones. This is a simple and efficient methodology for the synthesis of 1,3,5-triazines in good to excellent yields under transition-metal-free and peroxide-free conditions. The reaction is believed to take place via an in situ iodination-based oxidative elimination of formaldehyde. DFT calculations at the M062X/6-31+G(d,p) level were employed to investigate the reaction mechanism. Reaction barriers for the cycloaddition as well as a formaldehyde expulsion steps were computed, and a multistep mechanism starting with the nucleophilic attack by benzamidine on an in situ generated imine intermediate has been proposed. Both local and global reactivity descriptors were used to study the regioselectivity of the addition steps.

Novel imidazole compound and electronic device material thereof, light-emitting element and electronic device capable of achieving an electronic device with low driving voltage and high current efficiency under a condition of forming the electronic device

The present invention is primarily directed to providing a novel imidazole compound, which is capable of achieving an electronic device with low driving voltage and high current efficiency under a condition of forming the electronic device. The novel imidazole compound of the present invention is represented by the following general formula (1). (In formula (1), R 1 is an alkyl group having 1 to 24 carbon atoms, an aromatic hydrocarbon group having 6 to 24 carbon atoms or an aromatic heterocyclic group having 1 to 24 carbon atoms. R 2 is a functional group of Ar1-Ar2 represented by the following general formula (2). In formula (2), Ar1 is an aromatic hydrocarbon chain or an aromatic heterocyclic chain. Ar2 is a functional group represented by the following general formula of (3), (4), (5), (6), or (7)).