606-22-4

Basic information

• Product Name: 2,6-Dinitroaniline
• Synonyms: 2,6-Dinitrobenzenamine;2，6-Dinitroanilin;2,6-DINITROANILINE;1-Amino-2,6-dinitrobenzene;2,6-dinitro-benzenamin;Aniline, 2,6-dinitro-;NCI-C60753;2,6-Dinitroaniline,98%
• CAS NO: 606-22-4
• Molecular Formula: C₆H₅N₃O₄
• Molecular Weight: 183.12
• EINECS: 210-108-1
• Product Categories: Intermediates of Dyes and Pigments;Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;Amines;C2 to C6;Nitrogen Compounds
• Mol File: 606-22-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 134 °C (dec.)(lit.)
• Boiling Point: 316.77°C (rough estimate)
• Flash Point: 168.2 °C
• Appearance: White to off-white/Crystalline Powder or Crystals
• Density: 1.6188 (rough estimate)
• Vapor Pressure: 3.33E-05mmHg at 25°C
• Refractive Index: 1.6910 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: pK1:-5.23(+1) (25°C)
• Water Solubility: practically insoluble
• Merck: 14,3271
• BRN: 2214886
• CAS DataBase Reference: 2,6-Dinitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dinitroaniline(606-22-4)
• EPA Substance Registry System: 2,6-Dinitroaniline(606-22-4)

Safety Data

• Hazard Codes: T,T+
• Statements: 23/24/25-33-44-26/27/28
• Safety Statements: 28-37-45-36/37-28A
• RIDADR: UN 1596 6.1/PG 2
• WGK Germany: 2
• RTECS: BX9200000
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 606-22-4(Hazardous Substances Data)

Usage

Uses

2,6-Dinitroaniline is used for organic synthesis intermediates, dyes intermediates, used in the preparation of 2,6-dinitroiodobenzene. It act as a precursor for various new 1,2,3-trisubstituted halobenzene derivatives.

General Description

2,6-Dinitroaniline is a dinitroaniline. It serves as precursor to various new 1,2,3-trisubstituted halobenzene derivatives.

Purification Methods

Purify the nitroaniline by chromatography on alumina, then crystallise it from *benzene or EtOH. The N-acetyl derivative has m 197o (from EtOH). [Beilstein 12 IV 1729.]

InChI:InChI=1/C6H5N3O4/c7-6-4(8(10)11)2-1-3-5(6)9(12)13/h1-3H,7H2

Upstream product

• 55704-91-1 N,o-dinitroaniline 
• 3535-67-9 2,6-dinitroanisole 
• 26516-42-7 1-iodo-2,6-dinitrobenzene 
• 88-74-4 2-nitro-aniline 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 57-13-6 urea 
• 573-56-8 2,6-dinitrophenol 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 64-19-7 acetic acid 
• 98139-22-1 4-amino-3,5-dinitro-benzenesulfonic acid 

Downstream Products

• 57491-99-3 N-(2,6-dinitro-phenyl)-phthalimide 
• 56698-04-5 (2,6-dinitro-phenyl)-(2-nitro-phenyl)-amine 
• 90110-78-4 2,6-dinitroacetanilide 
• 146431-37-0 1-(2,6-dinitrophenyl)-1H-pyrrole 
• 603-13-4 1,2,3-trinitrobenzene 
• 50906-99-5 2,6-dinitrophenyl azide 
• 70320-89-7 2-(Acetylamino)ethyl 2,6-dinitrophenyl ether 
• 10199-87-8 2,4-dinitro-1,3-phenylenediamine 
• 16322-19-3 4-nitro-2,1,3-benzoxadiazole 
• 98-95-3 nitrobenzene 
• 88-75-5 2-hydroxynitrobenzene 
• 4331-29-7 4-aminobenzimidazole 
• 10597-52-1 4-nitro-benzimidazole 
• 99-65-0 meta-dinitrobenzene 

Relevant articles and documents

Temperature dependent migration of the nitro group of potassium 4-amino-3,5-dinitrobenzenesulfonate vs desulfonation

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Eine einfache Methode zur Darstellung von Aminonitrobenzenderivaten

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Kinetics and Mechanism of Oxidation of 2,4-Dinitrophenylhydrazine, p-Nitrophenylhydrazine, and p-Tolylhydrazine with Potassium Hexacyanoferrate(III) in Acidic Perchlorate Media

The kinetics of oxidation of 2,4-dinitrophenylhydrazine (dnph), p-nitrophenylhydrazine (pnph), and p-tolylhydrazine (pth) with hexacyanoferrate(III) have been studied in acidic perchlorate solutions.The oxidation of pnph has no dependence on +> in the range 0.15-2.0 mol dm-3.In the oxidation of dnph complex formation with 3- occurs, and the reaction is independent of +> in the range 0.025-2.5 mol dm-3.The oxidation of pth in the range 0.01-1.6 mol dm-3 has been found to obey the rate low -d3->/dt = 33->1''/K1''+>) + k2'' + k3''K2''+>>, where K1'' and K2'' are the first and second protonation constants of pth, and k1'', k2'', and k3'' are the second-order rate constants for the unprotonated, monoprotonated, and diprotonated species respectively.The oxidations occur via aryldiazene and diazonium ion intermediates, to produce substituted azobenzenes and anilines as final products.In the oxidations 2-3 mol of 3- are consumed by each mol of arylhydrazine, depending on the conditions; under specific conditions, the stoicheiometry is exact.