61653-33-6

Basic information

• Product Name: (E)-bis(4-ethylphenyl)diazene
• CAS NO: 61653-33-6
• Molecular Formula: C₁₆H₁₈N₂
• Molecular Weight: 238.3275
• Mol File: 61653-33-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 371.7°C at 760 mmHg
• Flash Point: 170.9°C
• Density: 0.98g/cm³
• Vapor Pressure: 2.17E-05mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: (E)-bis(4-ethylphenyl)diazene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-bis(4-ethylphenyl)diazene(61653-33-6)
• EPA Substance Registry System: (E)-bis(4-ethylphenyl)diazene(61653-33-6)

Safety Data

• Hazardous Substances Data: 61653-33-6(Hazardous Substances Data)

Usage

Description

(E)-bis(4-ethylphenyl)diazene, with the molecular formula C18H20N2, is a diazene derivative characterized by the presence of two adjacent nitrogen atoms with a double bond between them. This specific compound features two 4-ethylphenyl (or ethylbenzene) groups attached to the nitrogen atoms, making it a highly reactive chemical compound. Due to its instability, it is not widely studied and is primarily used as a research chemical for the development of new synthetic methodologies in organic chemistry.

Uses

Used in Organic Chemistry Research:
(E)-bis(4-ethylphenyl)diazene is used as a research chemical for the development of new synthetic methodologies in the field of organic chemistry. Its unique structure, featuring the diazene double bond, makes it an important target for research and exploration of novel chemical reactions and processes.
Used in Chemical Synthesis:
In the chemical synthesis industry, (E)-bis(4-ethylphenyl)diazene is used as a reactive intermediate or building block for the creation of more complex molecules. Its reactivity and the presence of the diazene double bond allow for the formation of various chemical products through different synthetic pathways.

Upstream product

• 100-12-9 4-ethylnitrobenzene 
• 23595-86-0 1,2-bis(4-ethylphenyl)diazene oxide 
• 29743-18-8 4-Methoxybenzyliden-4'-aethylanilin 
• 128654-33-1 1-azido-4-ethylbenzene 
• 90-04-0 2-methoxy-phenylamine 
• 589-16-2 4-aminoethylbenzene 
• 536-90-3 m-Anisidine 
• 67302-66-3 (4-Ethyl-phenyl)-[1-(4-ethyl-phenyl)-meth-(E)-ylidene]-amine 
• 67302-70-9 4-nitrobenzylidene-4'-ethylaniline 
• 67302-68-5 RR 294 
• 58761-10-7 (4-Ethyl-phenyl)-[1-p-tolyl-meth-(E)-ylidene]-amine 
• 67302-67-4 N-benzylidene-4-ethylaniline 
• 22955-65-3 1-ethyl-4-nitrosobenzene 

Downstream Products

• 589-16-2 4-aminoethylbenzene 
• 821791-69-9 4-ethyl-2-fluoroaniline 
• 23595-86-0 1,2-bis(4-ethylphenyl)diazene oxide 

Relevant articles and documents

Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines

We report the first example of homogeneously catalyzed hydrogenation of the N=N bond of azo compounds using a complex of an earth-abundant-metal. The hydrogenation reaction is catalyzed by a manganese pincer complex, proceeds under mild conditions, and yields amines, which makes this methodology a sustainable alternative route for the conversion of azo compounds. A plausible mechanism involving metal-ligand cooperation and hydrazine intermediacy is proposed based on mechanistic studies. (Figure presented.).

Nitrate promoted mild and versatile Pd-catalysed C(sp2)-H oxidation with carboxylic acids

A nitrate-promoted Pd-catalysed mild cross-dehydrogenative C(sp2)-H bond oxidation of oximes or azobenzenes with diverse carboxylic acids has been developed. In contrast to the previous catalytic systems, this protocol features mild conditions (close to room temperature for most cases) and a broad substrate scope (up to 64 examples), thus constituting a versatile method to directly prepare diverse O-aryl esters. Moreover, the superiority of the nitrate additive in this mild transformation was further determined by experimental and computational evidence.

Electrochemical dehydrogenation of hydrazines to azo compounds

A strategy for the electrochemical dehydrogenation of hydrazine compounds is disclosed under ambient conditions. This protocol proceeded smoothly in ethanol by employing electrons as clean oxidants. Its synthetic value is well demonstrated by the highly efficient synthesis of symmetric and unsymmetric azo compounds. It is an environmentally friendly transformation and the present protocol was effective on a large scale.