15887-26-0

Basic information

• Product Name: (E)-bis[4-(propan-2-yl)phenyl]diazene
• Synonyms: 4,4'-Diisopropylazobenzene; Diazene, bis(4-(1-methylethyl)phenyl)-
• CAS NO: 15887-26-0
• Molecular Formula: C₁₈H₂₂N₂
• Molecular Weight: 266.3807
• Mol File: 15887-26-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 381°C at 760 mmHg
• Flash Point: 176.6°C
• Density: 0.98g/cm³
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: (E)-bis[4-(propan-2-yl)phenyl]diazene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-bis[4-(propan-2-yl)phenyl]diazene(15887-26-0)
• EPA Substance Registry System: (E)-bis[4-(propan-2-yl)phenyl]diazene(15887-26-0)

Safety Data

• Hazardous Substances Data: 15887-26-0(Hazardous Substances Data)

Usage

General Description

(E)-bis[4-(propan-2-yl)phenyl]diazene is a chemical compound with the molecular formula C18H22N2. It is a diazene, which is a class of organic compounds containing a pair of adjacent nitrogen atoms. This specific diazene compound has a trans configuration and consists of two 4-(propan-2-yl)phenyl groups linked by a diazene functional group. It is commonly used as a reagent in organic synthesis and is known for its potential applications in materials science and medicinal chemistry. (E)-bis[4-(propan-2-yl)phenyl]diazene is a versatile compound with diverse potential uses in different fields.

Upstream product

• 98-82-8 Isopropylbenzene 
• 99-88-7 4-Isopropylaniline 

Downstream Products

• 17082-78-9 1.2.4.5-Tetrakis-<4-isopropyl-phenyl>-3.3.6.6-tetraphenyl-1.2.4.5-tetraaza-3.6-disila-cyclohexan 
• 99-88-7 4-Isopropylaniline 

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.).

Tying the alkoxides together: An iron complex of a new chelating bulky bis(alkoxide) demonstrates selectivity for coupling of non-bulky aryl nitrenes

New chelating bis(alkoxide) ligand H2[OO]Ph and its iron(ii) complex Fe[OO]Ph(THF)2 are described. The coordination of the ligand to the metal center is reminiscent of the coordination of two monodentate alkoxides in previously reported Fe(OR)2(THF)2 species. Fe[OO]Ph(THF)2 catalyzes selective and efficient dimerization of non-bulky aryl nitrenes to yield the corresponding azoarenes.

Rhodium-Catalyzed Reaction of Azobenzenes and Nitrosoarenes toward Phenazines

A rhodium-catalyzed annulative reaction between azobenzenes and nitrosoarenes has been developed, leading to a series of phenazines in moderate to good yields. This procedure proceeds with sequential chelation-assisted addition of aryl C-H to nitrosoarenes and ring closure by electrophilic attack of azo group to aryl. During this transformation, the azo group served as not only a traceless directing group but also a building block in the final products.