74440-80-5

Basic information

• Product Name: 4-amino-3-bromophenol
• Synonyms: 4-amino-3-bromophenol
• CAS NO: 74440-80-5
• Molecular Formula: C₆H₆BrNO
• Molecular Weight: 188
• Mol File: 74440-80-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 310.7±27.0 °C(Predicted)
• Appearance: /
• Density: 1.768±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.26±0.18(Predicted)
• CAS DataBase Reference: 4-amino-3-bromophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-3-bromophenol(74440-80-5)
• EPA Substance Registry System: 4-amino-3-bromophenol(74440-80-5)

Safety Data

• Hazardous Substances Data: 74440-80-5(Hazardous Substances Data)

Usage

Description

4-Amino-3-bromophenol is a chemical compound with the formula C6H6BrNO, characterized by its white to light yellow solid appearance at room temperature. It is a phenol derivative featuring a hydroxyl group, an amino group, and a bromine substituent on a benzene ring. This versatile compound is recognized for its role as an intermediate in the synthesis of pharmaceuticals and other organic compounds, as well as for its application in the production of dyes, pigments, and colorants due to its capacity to form stable and vibrant color complexes.

Uses

Used in Pharmaceutical Industry:
4-Amino-3-bromophenol is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for the creation of a wide range of medicinal compounds with diverse applications in healthcare.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 4-Amino-3-bromophenol is utilized as a precursor for the production of dyes, pigments, and other colorants. Its ability to form stable and vibrant color complexes makes it a valuable component in the creation of high-quality colorants for various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
4-Amino-3-bromophenol is employed as a versatile building block in organic synthesis, enabling the production of a variety of organic compounds with different functional groups and properties. Its presence in the synthesis process allows for the creation of new materials with potential applications in various industries, such as chemical, material science, and environmental sectors.
It is crucial to handle 4-Amino-3-bromophenol with care, as it can pose risks to human health and the environment if not managed properly. Proper safety measures and disposal methods should be implemented to minimize any potential hazards associated with this chemical compound.

Upstream product

• 5470-65-5 3-bromo-4-nitrophenol 
• 123-30-8 4-amino-phenol 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 1214890-60-4 C₆H₄Br₃NO 
• 188721-64-4 4-amino-3,5-dibromophenol 

Relevant articles and documents

Polymer-anchored peroxo compounds of molybdenum and tungsten as efficient and versatile catalysts for mild oxidative bromination

A polymer supported peroxomolybdate(VI) compound of the type [MoO 2(O2)(CN)2]-PAN [PAN = poly(acrylonitrile)] (PANMo) was obtained by reacting H2MoO4 with 30% H 2O2 and the macromolecular ligand, PAN at near neutral pH. The macrocomplex has been characterized by elemental analysis (CHN and EDX analysis), spectral (IR, UV-Vis and 13C NMR, 95Mo NMR), thermal (TGA-DTG) as well as SEM studies. The catalytic activity of PANMo and its previously reported tungsten containing analog PANW, in oxidative bromination of organic substrates has been explored. The supported complexes could serve as efficient heterogeneous catalysts for the oxidative bromination of a variety of structurally diverse aromatic compounds, with H 2O2 as terminal oxidant, to afford bromo organics in impressive yields under environmentally clean conditions. The catalysts afforded regeneration and could be reused for a minimum of six reaction cycles.

Heterocycle annulation of enolizable vinyl quinone imides. Dihydroquinolines and quinolines from thermal 6π-electrocyclizations and indoles from photochemical cyclizations

(equation presented) Enolizable vinyl quinone mono-and diimide substrates yield protected 6-hydroxy and 6-amino dihydroquinolines by thermal electrocyclization. Aromatization provides the corresponding quinolines in quantitative yields. The quinone monoimide substrates undergo clean photochemical conversion to 5-hydroxy indoles.