29418-22-2

Basic information

• Product Name: 2,4'-azotoluene
• Synonyms: 2,4'-azotoluene
• CAS NO: 29418-22-2
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.2744
• Mol File: 29418-22-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 339°Cat760mmHg
• Flash Point: 151°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.000186mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2,4'-azotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4'-azotoluene(29418-22-2)
• EPA Substance Registry System: 2,4'-azotoluene(29418-22-2)

Safety Data

• Hazardous Substances Data: 29418-22-2(Hazardous Substances Data)

Usage

Appearance

Yellowish to brownish solid

Solubility

Sparingly soluble in water

Uses

Commonly used as a rubber antioxidant and as a colorant in the production of various plastics and polymers

Hazards

Considered to be a hazardous chemical, can cause skin and eye irritation, may be harmful if ingested or inhaled, potential effects on the reproductive system, and could potentially be carcinogenic

Safety Measures

Proper safety measures and protective equipment should be used when handling 2,4'-azotoluene.

InChI:InChI=1/C14H14N2/c1-11-7-9-13(10-8-11)15-16-14-6-4-3-5-12(14)2/h3-10H,1-2H3/b16-15+

Upstream product

• 51343-13-6 2-iodo-4‘-methyliodoazobenzene 
• 74-88-4 methyl iodide 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 106-49-0 p-toluidine 
• 95-53-4 o-toluidine 
• 88-72-2 1-methyl-2-nitrobenzene 

Relevant articles and documents

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.

Oxidative coupling of anilines to azobenzenes using heterogeneous manganese oxide catalysts

We herein report the transition metal oxide-catalyzed synthesis of azobenzenes through the oxidative coupling of anilines. An octahedral molecular sieve of manganese oxide, OMS-2, exhibited the best activity and selectivity. Nine examples of symmetric azobenzenes and twenty unsymmetric ones were synthesized with 62-99% conversion and 64-99% selectivity. In the aniline cross-coupling reactions, the difference of the Hammett constants of two substituted groups (Δσ) determines the selectivity to unsymmetric azobenzenes, which are the major products at Δσ 0.32. In-depth studies reveal that the surface defect sites of the mixed-valence manganese oxide play a key role in facilitating electron transfer and activating molecular oxygen. The single-electron transfer (SET) reaction mechanism is proposed based on electron paramagnetic resonance and X-ray powder diffraction characterization.

Aryliminodimagnesium Reagents. XIV. Reactions with Nitrobenzenes Having Electronegative ortho-Substituents. Effects of Reaction Conditions on Condensation, Replacement, and Substitution

In reactions of ArN(MgBr)2 with o-MeO- and o-halo-substituted nitrobenzenes, types and yields of products were different from those in its reactions with m- and p-substituted substrates.Condensation (leading to unsymmetrical azoxy- and azobenzenes), o-substituent replacement, and nuclear substitution took place.Relative yields of products were greatly affected by substituents and reaction conditions. o-MeO and o-F favor replacement, while o-Cl, o-Br, and o-I favor substitution.Replacement and/or substitution predominate when small molar excess of reagent and low concentration are used, while condensation predominates when large molar excess of reagent and high concentration are used, which phenomenon is mechanistically discussed.