61524-51-4

Basic information

• Product Name: 4,6-dibromobenzene-1,3-diol
• Synonyms: 4,6-dibromobenzene-1,3-diol;2,4-Dibromo-1,5-benzenediol;4,6-Dibromo-1,3-benzenediol;4,6-Dibromoresorcinol;Nsc77964
• CAS NO: 61524-51-4
• Molecular Formula: C₆H₄Br₂O₂
• Molecular Weight: 267.9028
• Mol File: 61524-51-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 335.9 °C at 760 mmHg
• Flash Point: 157 °C
• Appearance: /
• Density: 2.257 g/cm³
• Vapor Pressure: 5.94E-05mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 4,6-dibromobenzene-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dibromobenzene-1,3-diol(61524-51-4)
• EPA Substance Registry System: 4,6-dibromobenzene-1,3-diol(61524-51-4)

Safety Data

• Hazardous Substances Data: 61524-51-4(Hazardous Substances Data)

Usage

General Description

4,6-dibromobenzene-1,3-diol is a chemical compound with the molecular formula C6H4Br2O2. It is a brown crystalline solid that is primarily used as a reactant in organic synthesis. Its structure consists of a benzene ring with two hydroxyl groups (OH) and two bromine atoms (Br) attached at the 4 and 6 positions. 4,6-dibromobenzene-1,3-diol is known for its antimicrobial and antifungal properties, and it is often used in the production of pharmaceuticals, dyes, and other organic compounds. It is also used in the synthesis of biologically active compounds and as a precursor for various chemical reactions in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C6H4Br2O2/c7-3-1-4(8)6(10)2-5(3)9/h1-2,9-10H

Upstream product

• 108-46-3 recorcinol 
• 75-15-0 carbon disulfide 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 36942-09-3 N,N-dichlorourea 
• 7664-93-9 sulfuric acid 
• 2437-49-2 2,4,6-tribromoresorcinol 
• 6626-15-9 4-Bromoresorcinol 
• 136-36-7 benzoate d'hydroxy-3 phenyle 
• 856079-32-8 5-benzoyloxy-2,4-dibromo-phenol 

Downstream Products

• 24988-36-1 4,6-dibromo-1,3-dimethoxybenzene 
• 89-86-1 4-hydroxysalicylic acid 
• 108-46-3 recorcinol 
• 2437-49-2 2,4,6-tribromoresorcinol 
• 25676-73-7 2,4,6-tribromo-1,3-dimethoxybenzene 
• 25634-84-8 1,2,4,5-tetrakis-(phenylethynyl)benzene 

Relevant articles and documents

Structural and energetic effect of the intramolecular hydrogen bonding in 4,6-dihaloresorcinols: ab initio calculation, vibrational spectroscopy, and molecular docking studies

The intramolecular hydrogen bonding in the series of 4,6-dihaloresorcinols (with halogen atoms being F, Cl, Br, or I) is believed to play a noticeable role in determining the structural and electronic aspects. All theoretical levels employed in this work

Synthesis of phenylethynylbenzenes

A method of: reacting a dihydroxybenzene with bromine to form a bromodihydroxybenzene; reacting the bromodihydroxybenzene with trifluoromethanesulfonyl chloride or trifluoromethanesulfonic anhydride to form a bromotrifluoromethanesulfonatobenzene; and reacting the bromotrifluoromethanesulfonatobenzene with phenylacetylene to form a phenylethynylbenzene.

Vanadium-catalyzed oxidative bromination promoted by Br?nsted acid or Lewis acid

The oxidative bromination of arenes was induced by a vanadium catalyst in the presence of a bromide salt and a Br?nsted acid or a Lewis acid under molecular oxygen, which provides an eco-friendly bromination method as compared with a conventional bromination one with bromine. This catalytic reaction could be applied to the bromination of alkenes and alkynes to give the corresponding vic-bromides. Use of aluminum halide as a Lewis acid in place of a Br?nsted acid was demonstrated to provide a more practical protocol for the oxidative bromination. From ketones, α-bromination products were obtained. AlBr3 was found to serve as both a bromide source and a Lewis acid to induce the bromination smoothly. 51V NMR experiment showed that this catalytic bromination is likely to depend on the redox cycle of a vanadium catalyst under molecular oxygen.