6374-82-9

Basic information

• Product Name: 1-bromo-4-hydroxyanthraquinone
• Synonyms: 1-bromo-4-hydroxyanthraquinone
• CAS NO: 6374-82-9
• Molecular Formula: C₁₄H₇BrO₃
• Molecular Weight: 303.10758
• Mol File: 6374-82-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 197 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 475.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.745±0.06 g/cm3(Predicted)
• PKA: 6.55±0.20(Predicted)
• CAS DataBase Reference: 1-bromo-4-hydroxyanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-hydroxyanthraquinone(6374-82-9)
• EPA Substance Registry System: 1-bromo-4-hydroxyanthraquinone(6374-82-9)

Safety Data

• Hazardous Substances Data: 6374-82-9(Hazardous Substances Data)

Usage

General Description

1-bromo-4-hydroxyanthraquinone is a chemical compound that belongs to the anthraquinone family. It is an organic compound with the chemical formula C14H8BrO3. 1-bromo-4-hydroxyanthraquinone is a derivative of anthraquinone and contains a bromine atom and a hydroxyl group attached to the anthraquinone ring. It is commonly used as a dye intermediate and in the production of reactive dyes. Additionally, it is used in the synthesis of pharmaceuticals and as a chemical reagent in organic synthesis. 1-bromo-4-hydroxyanthraquinone is a versatile compound with various industrial and chemical applications.

Upstream product

• 85-44-9 phthalic anhydride 
• 106-41-2 4-bromo-phenol 
• 591-20-8 3-Bromophenol 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

Optical and Electrochemical Properties of Anthraquinone Imine Based Dyes for Dye-Sensitized Solar Cells

A number of anthraquinone imines (1–3, 5–8) and an anthrone diamine (4) have been synthesized by the condensation of 9,9-dimethoxy-10-anthrone derivatives (13, 18, and 23) with different primary aromatic amines and, in the case of benzoacridinone 7, by a subsequent photoinduced 6 electrocyclization. All the compounds were fully characterized by UV/Vis spectroscopy, cyclic voltammetry, and X-ray diffraction. The XRD analyses proved that the preferred tautomers of 1, 3, and 5 have the 9-amino-1,10-anthraquinone or 1-hydroxy-9,10-anthraquinone imine core. Furthermore, aminoanthraquinone 9 and phenoxazine 10 were synthesized by the reaction of 1-amino-9,10-anthraquinone with 3,5-di-tert-butylphenyl-o-benzoquinone, which led to dyes with high molar extinction coefficients of up to 101600 L mol–1cm–1. In addition, the absorption maxima of the 1-hydroxy-9,10-anthraquinone imines appear in the range of 246 and 591 nm, at variance with the absorption maxima of the parent 1-hydroxy-9,10-anthraquinone. The cyclic voltammograms of all the compounds show multiple redox processes. In addition, the optical absorption and photoluminescence spectra of 3 show suppressed segregation on mesoporous TiO2and an almost pure molecule photoluminescence spectrum containing two main transitions. A new excitonic transition was found in the crystal form.

Halophenol rearrangement in Lewis acid-catalyzed Friedel-Crafts conditions: Evidence of competitive initial protonation and acylation

Halogen rearrangement was observed during the Lewis acid-catalyzed Friedel-Crafts reaction of phthalic anhydride with bromophenols or bromoanisole. Further investigation revealed that 2-, 3-, and 4-bromophenols undergo rearrangement into other isomers under these reaction conditions. Product distribution from these reactions suggested that halogen rearrangement takes place during the s-complex intermediate of the condensation step. Furthermore, iodophenol undergoes hydrodeiodination rapidly rather than rearrangement, whereas chlorophenol does not undergo rearrangement at all. CSIRO 2008.