6319-23-9

Basic information

• Product Name: (E)-bis(3-methoxyphenyl)diazene
• Synonyms: 3,3'-DIMETHOXYAZOBENZENE
• CAS NO: 6319-23-9
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.2732
• Mol File: 6319-23-9.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 394.3°C at 760 mmHg
• Flash Point: 155.5°C
• Density: 1.09g/cm³
• Vapor Pressure: 4.56E-06mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: (E)-bis(3-methoxyphenyl)diazene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-bis(3-methoxyphenyl)diazene(6319-23-9)
• EPA Substance Registry System: (E)-bis(3-methoxyphenyl)diazene(6319-23-9)

Safety Data

• Hazardous Substances Data: 6319-23-9(Hazardous Substances Data)

Usage

Description

(E)-bis(3-methoxyphenyl)diazene is a chemical compound with the formula C14H14N2O2. It is a diazene molecule with two 3-methoxyphenyl groups attached to the nitrogen atoms in a trans configuration. (E)-bis(3-methoxyphenyl)diazene is known for its ability to undergo dimerization, making it a versatile building block in organic synthesis.

Uses

Used in Organic Synthesis:
(E)-bis(3-methoxyphenyl)diazene is used as a precursor for the synthesis of various nitrogen-containing compounds. Its unique structure allows for the creation of a wide range of molecules with potential applications in different fields.
Used in Material Science:
In the field of material science, (E)-bis(3-methoxyphenyl)diazene may be utilized to develop novel materials with specific properties. Its dimerization capability can contribute to the formation of complex structures with potential uses in various industries.
Used in Pharmaceutical Research:
(E)-bis(3-methoxyphenyl)diazene holds potential in pharmaceutical research due to its reactivity and the possibility of creating nitrogen-containing compounds with biological activity. These compounds could be further explored for their therapeutic potential.
Safety Precautions:
It is important to handle (E)-bis(3-methoxyphenyl)diazene with care, as diazene compounds are known to be toxic and can undergo decomposition under certain conditions. Proper safety measures should be taken during its synthesis, storage, and use to minimize risks.

Upstream product

• 555-03-3 3-nitroanisole 
• 1027-32-3 3,3'-bis(methoxy)diphenyl hydrazine 
• 13556-81-5 bis-(3-methoxy-phenyl)-diazene-N-oxide 
• 536-90-3 m-Anisidine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 3866-16-8 3-methoxyphenyl azide 
• 5344-78-5 4-bromo-3-nitroanizole 
• 589-16-2 4-aminoethylbenzene 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 1027-32-3 3,3'-bis(methoxy)diphenyl hydrazine 
• 17082-89-2 1,2,4,5-Tetra-m-anisyl-3,3,6,6-tetramethyl-1,2,4,5-tetraaza-3,6-disila-cyclohexan 
• 17082-73-4 1.2.4.5-Tetra-m-anisyl-3.3.6.6-tetraphenyl-1.2.4.5-tetraaza-3.6-disila-cyclohexan 
• 536-90-3 m-Anisidine 
• 1581291-36-2 (E)-(4-methoxy-2-((3-methoxyphenyl)diazenyl)phenyl)(phenyl)methanone 
• 19490-87-0 7-methoxy-2-methylquinoline 

Relevant articles and documents

Selective Oxidation of Anilines to Azobenzenes and Azoxybenzenes by a Molecular Mo Oxide Catalyst

Aromatic azo compounds, which play an important role in pharmaceutical and industrial applications, still face great challenges in synthesis. Herein, we report a molybdenum oxide compound, [N(C4H9)4]2[Mo6O19] (1), catalyzed selective oxidation of anilines with hydrogen peroxide as green oxidant. The oxidation of anilines can be realized in a fully selectively fashion to afford various symmetric/asymmetric azobenzene and azoxybenzene compounds, respectively, by changing additive and solvent, avoiding the use of stoichiometric metal oxidants. Preliminary mechanistic investigations suggest the intermediacy of highly active reactive and elusive Mo imido complexes.

Single crystal MnOOH nanotubes for selective oxidative coupling of anilines to aromatic azo compounds

Catalytic synthesis of aromatic azo compounds by oxidative coupling of anilines using molecular oxygen represents a facile, green and valuable process; however, such an economical process suffers from poor catalytic activity and selectivity. Herein, novel single crystal MnOOH nanotubes with abundant Mn3+sites and high oxygen defects were successfully synthesized. The catalyst exhibited high selectivity for oxidative coupling of anilines, achieving complete transformation into aromatic azo compounds under mild conditions, even at room temperature.

Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters

We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.