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

Description

4-Nitroazobenzene TECH. 90 is an organic compound that serves as a vital intermediate in the synthesis of various chemical compounds and dyes. It is characterized by its distinct chemical structure and properties, making it a versatile compound for a range of applications.

Uses

Used in Chemical Synthesis:
4-Nitroazobenzene TECH. 90 is used as a chemical intermediate for the synthesis of various compounds, including indazoles and furans. It plays a crucial role in the cobalt(III)-catalyzed synthesis process, which involves C-H bond functionalization, addition, and cyclization cascades.
Used in Dye Industry:
4-Nitroazobenzene TECH. 90 is used as a stain or dye in the dye industry. Its unique chemical properties make it suitable for creating a range of colors and shades, contributing to the diversity of dyes available for various applications, such as textiles, plastics, and printing inks.

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

• 100-00-5 4-chlorobenzonitrile 
• 100-63-0 phenylhydrazine 
• 34139-26-9 4-nitrohydrazobenzene 
• 5320-91-2 4,4'-bismethoxycarbonylazobenzene 
• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 60-11-7 methyl yellow 
• 4485-08-9 4-nitrosonitrobenzene 
• 62-53-3 aniline 
• 100-01-6 4-nitro-aniline 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 21050-13-5 bis(triphenylphosphine)iminium chloride 
• 637-62-7 p-benzoquinone oxime 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 

Downstream Products

• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 34139-26-9 4-nitrohydrazobenzene 
• 5320-91-2 4,4'-bismethoxycarbonylazobenzene 
• 25548-35-0 (Z)-4-(phenyldiazenyl)aniline 
• 60-09-3 4-Aminoazobenzene 
• 100-01-6 4-nitro-aniline 
• 62-53-3 aniline 
• 1033003-30-3 C₂₆H₂₁N₅O₂ 
• 1033003-36-9 C₂₁H₁₉N₅O₂ 
• 108880-47-3 N-(2,4-dinitro-phenyl)-N'-(2-nitro-phenyl)-hydrazine 
• 4504-08-9 p-nitrophenyl-N,N,O-azoxybenzene 
• 3646-57-9 bis(4-nitrophenyl)diazene 
• 21650-64-6 (4-bromo-phenyl)-(4-nitro-phenyl)-diazene 
• 60-09-3 aniline yellow 

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)

NH4I/tert-butyl hydroperoxide-promoted oxidative C–N cleavage of tertiary amines leading to nitroaromatic compounds

A NH4I/tert-butyl hydroperoxide-promoted oxidation of tertiary N-aryl-N,N-dialkylamines in DMSO has been developed to access nitroaromatic compounds. This methodology involves sequential N-dealkylation reactions in one-pot and a radical pathway is proposed.

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.