6825-25-8

Basic information

• Product Name: 5-nitro-N-phenylpyridin-2-amine
• Synonyms: 5-nitro-N-phenylpyridin-2-amine;2-Anilino-5-nitropyridine
• CAS NO: 6825-25-8
• Molecular Formula: C₁₁H₉N₃O₂
• Molecular Weight: 215.20806
• EINECS: 229-900-3
• Mol File: 6825-25-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 378.9°C at 760 mmHg
• Flash Point: 182.9°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 6.09E-06mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: 5-nitro-N-phenylpyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitro-N-phenylpyridin-2-amine(6825-25-8)
• EPA Substance Registry System: 5-nitro-N-phenylpyridin-2-amine(6825-25-8)

Safety Data

• Hazardous Substances Data: 6825-25-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H9N3O2/c15-14(16)10-6-7-11(12-8-10)13-9-4-2-1-3-5-9/h1-8H,(H,12,13)

Upstream product

• 4548-45-2 2-chloro-5-nitropyridine 
• 62-53-3 aniline 
• 4487-59-6 2-bromo-5-nitropyridine 
• 2530-26-9 3-nitropyridine 
• 4214-76-0 5-nitro-pyridin-2-ylamine 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1095014-03-1 C₁₃H₁₅N₃O 
• 4928-44-3 N²-phenylpyridine-2,5-diamine 
• 1366491-68-0 C₁₆H₁₉N₃O 
• 1366491-83-9 C₁₈H₂₃N₃O₂ 
• 66809-32-3 N-(5-nitro-1-oxypyridin-2-yl)aniline 
• 125163-40-8 (5-nitro-[2]pyridyl)-nitroso-phenyl-amine 

Relevant articles and documents

Diarylamine Synthesis via Desulfinylative Smiles Rearrangement

Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw

S NH Arylamination of 3-Nitropyridine: A Competitive Formation of 2-Arylamino-5-nitropyridines and 2-Arylamino-5-nitrosopyridines

Arylamination of 3-nitropyridine via the nucleophilic substitution of hydrogen leads to a mixture of 2-arylamino-5-nitropyridines and novel 2-arylamino-5-nitrosopyridines, with the latter as the major product. The proposed mechanism includes the formation of σ H -adducts and their further aromatization proceeding either through an oxidative pathway or intramolecular Red/Ox pathway of the S NH reaction. Moreover, we have shown that nitroso compounds can be selectively oxidized with m -chloroperbenzoic acid to give the corresponding nitro derivatives or their N -oxides, depending on the reaction temperature and the amount of oxidant.

Solvent hydrogen bonding and structural effects on the reaction of 2-halo-5-nitropyridines with parasubstituted anilines in dimethylsulfoxide/ acetonitrile mixtures

Substitution reactions of some parasubstituted anilines with 2-chloro-5-nitropyridine and 2-bromo-5-nitropyridine were carried out conductometrically in dimethylsulfoxide/acetonitrile mixtures. The correlation of second order rate constants with Hammett's substituent constants yields a fairly linear straight line with a negative slope. The correlation of rate data with Kamlet-Taft's solvatochromic parameters is excellent (100R2= 97%) in both the substrates. The solvation model proposed is well supported by the solvatochromism exhibited by aniline in the solvent mixture under investigation. The molar extinction coefficient (εmax) of aniline varies appreciably up to ～25% with the change in composition of the mixture. The multivariate correlation analysis of εmax (with α, β, π) suggests that the solvation around NH2 moiety of aniline through hydrogen bond donor (HBD) property is found to be dominant in the solvation process and consequently in altering the rate. The observation is that the dominance of HBD property in solvation is further confirmed by the cyclic voltammetric oxidation of aniline in the solvent mixture.