632-83-7

Basic information

• Product Name: 1-BROMOANTHRAQUINONE
• Synonyms: 1-BROMOANTHRAQUINONE;1-bromoanthracene-9,10-dione;1-bromo-9,10-anthraquinone
• CAS NO: 632-83-7
• Molecular Formula: C₁₄H₇BrO₂
• Molecular Weight: 287.11
• Product Categories: Anthraquinones;Chloroanthraquine, etc.
• Mol File: 632-83-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 191 °C
• Boiling Point: 444.9°C at 760 mmHg
• Flash Point: 161°C
• Appearance: /
• Density: 1.5425 (rough estimate)
• Vapor Pressure: 4.13E-08mmHg at 25°C
• Refractive Index: 1.4650 (estimate)
• CAS DataBase Reference: 1-BROMOANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMOANTHRAQUINONE(632-83-7)
• EPA Substance Registry System: 1-BROMOANTHRAQUINONE(632-83-7)

Safety Data

• Hazardous Substances Data: 632-83-7(Hazardous Substances Data)

Usage

General Description

1-Bromoanthraquinone is a chemical compound with the formula C14H9BrO2. It is a derivative of anthraquinone and is used in the manufacturing of dyes and pigments. 1-BROMOANTHRAQUINONE is a bright yellow to orange solid and is insoluble in water but soluble in organic solvents. It is utilized as an intermediate in the synthesis of various dyes and can also be used as a polymerization catalyst. Additionally, 1-bromoanthraquinone has been studied for its potential applications in organic electronics as a component in organic semiconductors. However, it is important to handle this chemical with care due to its toxic and potentially harmful properties.

InChI:InChI=1/C14H7BrO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H

Upstream product

• 84-65-1 9,10-phenanthrenequinone 
• 602-69-7 anthraquinone-1-carboxylic acid 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 82-49-5 1-anthraquinonesulfonic acid 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 98-95-3 nitrobenzene 
• 7697-37-2 nitric acid 
• 602-77-7 1,5-dibromo-9,10-anthraquinone 
• 30845-78-4 potassium 9,10-dihydro-9,10-dioxoanthracene-1-sulfonate 
• 855749-97-2 2-benzoyl-3-bromo-benzoic acid 
• 82-34-8 1-nitroanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 

Downstream Products

• 3571-23-1 N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide 
• 4465-58-1 1-(2-hydroxyethylamino)anthracene-9,10-dione 
• 17613-65-9 1-phenoxy-anthraquinone 
• 572-83-8 2-bromoanthracene-9,10-dione 
• 84-65-1 9,10-phenanthrenequinone 
• 73693-78-4 1-phenyl-7H-benzo[de]anthracen-7-one 
• 7397-92-4 1-bromoanthracene 
• 100790-92-9 4-bromo-9(10H)-anthracenone 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 955123-64-5 1-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol 
• 129-43-1 1-hydroxyanthraquinone 
• 129-45-3 1-butylamino-9,10-anthraquinone 
• 2944-28-7 1-(phenylamino)anthraquinone 
• 4981-66-2 9,10-Dihydroxyanthracene 

Relevant articles and documents

Radical Alkyne peri-Annulation Reactions for the Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene

Radical cyclization reactions at a peri position were used for the synthesis of polyaromatic compounds. Depending on the choice of reaction conditions and substrate, this flexible approach led to Bu3Sn-substituted phenalene, benzanthrene, and olympicene derivatives. Subsequent reactions with electrophiles provided synthetic access to previously inaccessible functionalized polyaromatic compounds.

Synthesis and properties of new 9,10-anthraquinone derived compounds for molecular electronics

Fourteen new derivatives of 9,10-anthraquinone or 9,10-dimethoxyanthracene were designed, synthesised and characterised. Regarding the structure, the compounds are π-conjugated (cross and linear, respectively) and feature thiophene terminated side arms attached to five different positions of the anthraquinone or anthracene core. The synthesis of the compounds involves a cross-coupling procedure in the key reaction steps. Crystal structures of compounds 5 and 19 have been studied. The thiophene containing title compounds 1-5 can be reduced and oxidised by a two step redox process. The electrochemical parameters have been analysed by cyclic voltammetry (CV). Theoretical calculations in the framework of all-electron density functional theory (DFT) were used to investigate the electronic structure of the individual free molecules. Furthermore, calculations of the transport properties of model devices containing compounds 1-3 and respective reduced hydroquinone derivatives assembled at Au(111) electrodes were carried out to evaluate their potential for the application as redox-active switches.

BROMINATION OF 9,10-ANTHRAQUINONE

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