37592-88-4

Basic information

• Product Name: 4,4'-DIHEXYLAZOXYBENZENE
• Synonyms: 4,4'-DIHEXYLAZOXYBENZENE;1,2-Bis(4-hexylphenyl)diazene 1-oxide;4,4'-Dihexylazobenzene;4,4''-DIHEXYLAZOXYBENZENE ---LOW TEMPERATURE LIQUID CRYSTAL---
• CAS NO: 37592-88-4
• Molecular Formula: C₂₄H₃₄N₂O
• Molecular Weight: 366.54
• Mol File: 37592-88-4.mol
• Article Data: 3

Chemical Properties

• Flash Point: >230 °F
• Appearance: /liquid crystal (nematic)
• CAS DataBase Reference: 4,4'-DIHEXYLAZOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIHEXYLAZOXYBENZENE(37592-88-4)
• EPA Substance Registry System: 4,4'-DIHEXYLAZOXYBENZENE(37592-88-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 37592-88-4(Hazardous Substances Data)

Usage

General Description

4,4'-DIHEXYLAZOXYBENZENE is a chemical compound with the molecular formula C18H28N2O and a molecular weight of 288.43 g/mol. It is commonly used as a red dye in various applications, including inks, plastics, and textiles. The chemical is characterized by its bright red color and is considered to be a hazardous substance, as it can cause skin and eye irritation upon contact. Additionally, it is not considered to be biodegradable and may persist in the environment for a long period of time. Due to its potential environmental and health risks, it is important to handle and dispose of 4,4'-DIHEXYLAZOXYBENZENE with care and in accordance with relevant regulations.

Upstream product

• 33228-45-4 4-hexylaniline 

Relevant articles and documents

Organocatalytic oxidation of substituted anilines to azoxybenzenes and nitro compounds: Mechanistic studies excluding the involvement of a dioxirane intermediate

An organocatalytic and environmentally friendly approach for the selective oxidation of substituted anilines was developed. Utilizing a 2,2,2-trifluoroacetophenone-mediated oxidation process, substituted anilines can be transformed into azoxybenzenes, while a simple treatment with MeCN and H2O2 leads to the corresponding nitro compounds, providing user-friendly protocols that can be easily scaled up. Various substitution patterns and functional groups were tolerated leading to products in high to excellent yields. Mechanistic studies utilizing HRMS provide clear evidence for the distinct mechanistic intermediates that are involved. This study constitutes an indirect proof excluding the involvement of a dioxirane intermediate in the green organocatalytic oxidation, utilizing 2,2,2-trifluoroacetophenone as the catalyst.

Improved Synthesis of Dialkylazoxybenzenes

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