2491-52-3

Basic information

• Product Name: 4-NITROAZOBENZENE TECH. 90
• Synonyms: (4-nitrophenyl)phenyldiazene;(4-Nitro-phenyl)-phenyl-diazene;(E)-1-(4-Nitrophenyl)-2-phenyldiazene;4-nitro-azobenzen;Azobenzene, 4-nitro-;p-Nitroazobenzene;4-NITROAZOBENZENE TECH. 90;4-NITROAZOBENZENE, TECH., 90%
• CAS NO: 2491-52-3
• Molecular Formula: C₁₂H₉N₃O₂
• Molecular Weight: 227.21876
• EINECS: 219-656-6
• Product Categories: N;Stains and Dyes;Stains&Dyes, A to
• Mol File: 2491-52-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 132-134 °C(lit.)
• Boiling Point: 368.92°C (rough estimate)
• Flash Point: 191.4°C
• Appearance: /
• Density: 1.2476 (rough estimate)
• Vapor Pressure: 5.02E-06mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Water Solubility: 636.2ug/L(25 oC)
• CAS DataBase Reference: 4-NITROAZOBENZENE TECH. 90(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROAZOBENZENE TECH. 90(2491-52-3)
• EPA Substance Registry System: 4-NITROAZOBENZENE TECH. 90(2491-52-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 26-27-36/37/39
• WGK Germany: 3
• RTECS: CN2710000
• Hazardous Substances Data: 2491-52-3(Hazardous Substances Data)

Usage

Uses

4-?Nitroazobenzene is a stain/dye. It can be used in the cobalt(III)-catalyzed synthesis of indazoles and furans by C-H bond functionalization/addn./cyclization cascades.

InChI:InChI=1/C12H9N3O2/c16-15(17)12-8-6-11(7-9-12)14-13-10-4-2-1-3-5-10/h1-9H/b14-13+

Upstream product

• 100-01-6 4-nitro-aniline 
• 586-96-9 Nitrosobenzene 
• 4504-08-9 p-nitrophenyl-N,N,O-azoxybenzene 
• 13921-68-1 β-p-nitroazoxybenzene 
• 7722-84-1 dihydrogen peroxide 
• 60-11-7 methyl yellow 
• 75-65-0 tert-butyl alcohol 
• 7697-37-2 nitric acid 
• 1227476-15-4 Azobenzene 
• 64-19-7 acetic acid 
• 100-00-5 4-chlorobenzonitrile 
• 100-63-0 phenylhydrazine 
• 34139-26-9 4-nitrohydrazobenzene 
• 5320-91-2 4,4'-bismethoxycarbonylazobenzene 

Downstream Products

• 13921-68-1 β-p-nitroazoxybenzene 
• 60592-47-4 bis-(4-phenylazo-phenyl)-diazene-N-oxide 
• 21650-64-6 (4-bromo-phenyl)-(4-nitro-phenyl)-diazene 
• 60-09-3 aniline yellow 
• 3646-57-9 bis(4-nitrophenyl)diazene 
• 34139-26-9 4-nitrohydrazobenzene 
• 19689-52-2 4-(N'-phenyl-hydrazino)-aniline 
• 4504-08-9 p-nitrophenyl-N,N,O-azoxybenzene 
• 614-25-5 4,4'-dinitroazoxybenzene 
• 108880-47-3 N-(2,4-dinitro-phenyl)-N'-(2-nitro-phenyl)-hydrazine 
• 1033003-36-9 C₂₁H₁₉N₅O₂ 
• 1033003-30-3 C₂₆H₂₁N₅O₂ 
• 100-01-6 4-nitro-aniline 
• 62-53-3 aniline 

Relevant articles and documents

A asymmetric to P for the preparation of compounds (by machine translation)

The present invention discloses a non-symmetrical P-composition preparation method, in order to backward and halogenated aromatic hydrocarbons as raw material, solid alkali catalyst in dichloromethane in a two-phase system to conduct the condensation reaction, to obtain the asymmetric double-substituted jingjing passes through catalytic oxidation, to prepare the asymmetric P-compound. For the method of the invention the product yield is greater than 85% and above, the purity of the product reach 98% and above. The invention compared with the prior art, safe and convenient operation, the operating environment is greatly improved, avoiding the danger in operation of the diazotization step. The invention mild reaction conditions, good selectivity, process is easy to control, the un-reacted organic raw materials can be recycled, thereby greatly reducing the environmental protection COD treatment intensity, the product quality is stable, it is suitable for industrial production. (by machine translation)

Aromatic amine oxidation process for preparing aromatic azobenzene method

The invention relates to a method for preparing an aromatic azo compound by utilizing aromatic amine oxidation. In the method, air or oxygen serves as an oxygen source, and under the effect of a catalyst, aromatic amine is oxidized into the aromatic azo compound. The method is high in oxidization efficiency and product yield; the air or the oxygen serves as the oxygen source, and the method is economical and environmentally friendly. The product and the catalyst can be separated easily, and the aftertreatment is simple. The catalyst is easy to reuse, and the method has very good application prospect.

Formal [4+2] cycloaddition of 3-ethoxycyclobutanones with azo compounds

Azobenzenes reacted with 3-ethoxycyclobutanoes to give 2,3-dihydro-pyridazin-4(1H)-ones by using EtAlCl2as a Lewis acid. Thus, ring cleavage of 3-ethoxycyclobutanones took place to form a zwitterionic intermediate by activation with EtAlCl2, and intermolecular formal [4+2] cycloaddition of the zwitterionic intermediate proceeded with azobenzenes to give 2,3-dihydro-pyridazin-4(1H)-ones after elimination of ethanol. Regioselectivity for cycloaddition of unsymmetrical azobenzenes, ring contraction and chemoselective reduction of 2,3-dihydro-pyridazin-4(1H)-ones, and [4+2] cycloaddition to 4-phenyl-1,2,4-triazolin-3,5-dione are also described.