55315-12-3

Basic information

• Product Name: N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE
• Synonyms: 4-nitro-N1-phenyl-1,2-benzenediamine
• CAS NO: 55315-12-3
• Molecular Formula: C₁₂H₁₁N₃O₂
• Molecular Weight: 229.23
• Mol File: 55315-12-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 424.8°C at 760 mmHg
• Flash Point: 210.7°C
• Appearance: /
• Density: 1.351g/cm³
• Vapor Pressure: 2.01E-07mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE(55315-12-3)
• EPA Substance Registry System: N-(2-AMINO-4-NITROPHENYL)-N-PHENYLAMINE(55315-12-3)

Safety Data

• Hazardous Substances Data: 55315-12-3(Hazardous Substances Data)

Usage

General Description

N-(2-amino-4-nitrophenyl)-N-phenylamine is a chemical compound with the molecular formula C12H10N4O2. It is a yellow, crystalline solid that is commonly used as an intermediate in the synthesis of various organic compounds. This chemical is used in the production of dyes, pigments, and pharmaceuticals. It is also used in the manufacturing of polymers and as a reagent in organic chemistry reactions. N-(2-amino-4-nitrophenyl)-N-phenylamine is known to be potentially harmful if ingested or inhaled and may cause skin and eye irritation. Therefore, proper safety precautions should be taken when handling and using this compound.

InChI:InChI=1/C12H11N3O2/c13-11-8-10(15(16)17)6-7-12(11)14-9-4-2-1-3-5-9/h1-8,14H,13H2

Upstream product

• 961-68-2 N-phenyl-2,4-dinitroaniline 
• 7647-01-0 hydrogenchloride 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 462-06-6 fluorobenzene 
• 97-02-9 2,4-Dinitroanilin 
• 62-53-3 aniline 
• 97-00-7 1-chloro-2,4-dinitro-benzene 

Downstream Products

• 14625-61-7 2-methyl-5-nitro-1-phenyl-1H-benzo[d]imidazole 
• 125797-39-9 acetic acid-(2-anilino-5-nitro-anilide) 
• 853791-71-6 5-nitro-1,2-diphenyl-1H-benzimidazole 
• 37422-22-3 benzoic acid-(2-anilino-5-nitro-anilide) 
• 15127-88-5 5-nitro-1-phenyl-1H-benzo[d]imidazole 
• 860766-52-5 4-nitro-N¹-phenyl-N²-picryl-o-phenylenediamine 
• 93-89-0 benzoic acid ethyl ester 
• 313505-02-1 5-nitro-2-(4-nitrobenzene)-1-phenylbenzimidazole 
• 3018-68-6 1-phenyl-2-methyl-5-aminobenzimidazole 
• 350235-81-3 1,2-diphenyl-1H-benzimidazol-5-ylamine 

Relevant articles and documents

Incorporation of: N -phenyl in poly(benzimidazole imide)s and improvement in H2O-absorbtion and transparency

5-Amine-2-(4-amino-benzene)-1-phenyl-benzimidazole (N-PhPABZ) was successfully synthesized and polymerized with 3,3′,4,4′-biphenyl tetracarboxylic dianhydride (BPDA) to obtain a novel N-phenyl-poly(benzimidazole imide) (N-Ph-PBII). The successful incorporation of N-phenyl addressed the issue of high H2O-absorption of traditional PBIIs while retained the superheat resistance property. The resulting N-Ph-PBII possessed a high glass-transition temperature (Tg) up to 425 °C and a low affinity for water of 1.4%. Furthermore, the loose molecular packing and noncoplanar structures led to an increase in optical transparency for the modified PBII.

Neutral Cyclometalated Iridium(III) Complexes Bearing Substituted N-Heterocyclic Carbene (NHC) Ligands for High-Performance Yellow OLED Application

The synthesis, crystal structure, and photophysics of a series of neutral cyclometalated iridium(III) complexes bearing substituted N-heterocyclic carbene (NHC) ancillary ligands ((CN)2Ir(R-NHC), where CN and NHC refer to the cyclometalating ligand benzo[h]quinoline and 1-phenylbenzimidazole, respectively) are reported. The NHC ligands were substituted with electron-withdrawing or -donating groups on C4′ of the phenyl ring (R = NO2 (Ir1), CN (Ir2), H (Ir3), OCH3 (Ir4), N(CH3)2 (Ir5)) or C5 of the benzimidazole ring (R = NO2 (Ir6), N(CH3)2 (Ir7)). The configuration of Ir1 was confirmed by a single-crystal X-ray diffraction analysis. The ground- and excited-state properties of Ir1-Ir7 were investigated by both spectroscopic methods and time-dependent density functional theory (TDDFT) calculations. All complexes possessed moderately strong structureless absorption bands at ca. 440 nm that originated from the CN ligand based 1π,π*/1CT (charge transfer)/1d,d transitions and very weak spin-forbidden 3MLCT (metal-to-ligand charge transfer)/3LLCT (ligand-to-ligand charge transfer) transitions beyond 500 nm. Electron-withdrawing substituents caused a slight blue shift of the 1π,π*/1CT/1d,d band, while electron-donating substituents induced a red shift of this band in comparison to the unsubstituted complex Ir3. Except for the weakly emissive nitro-substituted complexes Ir1 and Ir6 that had much shorter lifetimes (≤160 ns), the other complexes are highly emissive in organic solutions with microsecond lifetimes at ca. 540-550 nm at room temperature, with the emitting states being predominantly assigned to 3π,π*/3MLCT states. Although the effect of the substituents on the emission energy was insignificant, the effects on the emission quantum yields and lifetimes were drastic. All complexes also exhibited broad triplet excited-state absorption at 460-700 nm with similar spectral features, indicating the similar parentage of the lowest triplet excited states. The highly emissive Ir2 was used as a dopant for organic light-emitting diode (OLED) fabrication. The device displayed a yellow emission with a maximum current efficiency (ηc) of 71.29 cd A-1, a maximum luminance (Lmax) of 32747 cd m-2, and a maximum external quantum efficiency (EQE) of 20.6%. These results suggest the potential of utilizing this type of neutral Ir(III) complex as an efficient yellow phosphorescent emitter.

Process for the manufacture of benzimidazolones-(2)

Process for the manufacture of benzimidazolones-(2) wherein an o-phenylenediamine is reacted with optionally alkylated urea in the ratio of 1 to 1.3 moles per mole o-phenylenediamine in an organic solvent which has a solubility in water of not more than 5 g/l and has a boiling point above 100° C, at a temperature between 100° and 200° C.