576-86-3

Basic information

• Product Name: 2,4-DIBROMO-6-FLUOROPHENOL
• Synonyms: 2,4-DIBROMO-6-FLUOROPHENOL;2,4-Dibromo-6-fluorophenol 97%;2,4-Dibromo-6-fluorophenol97%;2-Fluoro-4,6-dibromophenol
• CAS NO: 576-86-3
• Molecular Formula: C₆H₃Br₂FO
• Molecular Weight: 269.89
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Bromine Compounds;Fluorine Compounds;Phenols
• Mol File: 576-86-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 55-57°C
• Boiling Point: 222.0±35.0℃ (760 Torr)
• Flash Point: 88.1±25.9℃
• Appearance: /
• Density: 2.168±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0699mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 6.61±0.23(Predicted)
• CAS DataBase Reference: 2,4-DIBROMO-6-FLUOROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIBROMO-6-FLUOROPHENOL(576-86-3)
• EPA Substance Registry System: 2,4-DIBROMO-6-FLUOROPHENOL(576-86-3)

Safety Data

• Hazard Codes: C,Xi
• Statements: 20/21/22-36/37/38-38-37-36
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 576-86-3(Hazardous Substances Data)

Usage

General Description

2,4-Dibromo-6-fluorophenol is a chemical compound that consists of a phenolic ring with two bromine substituents and one fluorine substituent. It is commonly used as an intermediate in the synthesis of pharmaceuticals, pesticides, and other organic compounds. 2,4-DIBROMO-6-FLUOROPHENOL is known for its antimicrobial and antifungal properties, making it useful in a variety of industrial and agricultural applications. Additionally, it is also used as a reagent in organic synthesis reactions due to its ability to undergo nucleophilic substitution and other chemical reactions. However, it is important to handle this compound with caution, as it is considered hazardous to human health and the environment.

InChI:InChI=1/C6H3Br2FO/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

Upstream product

• 367-12-4 2-fluorophenol 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 

Downstream Products

• 320-76-3 2-fluoro-4-bromo-6-nitro-phenol 
• 329-49-7 2-bromo-4-nitro-6-fluorophenol 
• 319-51-7 (2,4-dibromo-6-fluoro-phenoxy)-acetic acid 

Relevant articles and documents

A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide

A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.

A quick, mild and efficient bromination using a CFBSA/KBr system

Bromination is a fundamental transformation in organic chemistry and brominated compounds as building blocks are of paramount importance in organic synthesis. In our study, we have developed an efficient method of bromination by using a CFBSA/KBr system at room temperature in a short reaction time. Notably, this approach has been proven to be applicable to a range of substrates including 1,3-diketones and β-keto esters, phenols, aromatic amines and heteroarenes with good to excellent yields.

Bromination of phenols in bromoperoxidase-catalyzed oxidations

Phenol and ortho-substituted derivatives furnish products of selective para-bromination, if treated with sodium bromide, hydrogen peroxide, and the vanadate(V)-dependent bromoperoxidase I from the brown alga Ascophyllum nodosum. Relative rates of bromination in morpholine-4-ethane sulfonic acid (MES)-buffered aqueous tert-butanol (pH 6.2) increase by a factor 32, as the ortho-substituent in a phenol changes from F via Cl, OCH3, C(CH 3)3, and H to CH3. The polar effect in phenol bromination by the enzymatic method, according to a Hammett-correlation (ρ=-3), compares to reactivity of molecular bromine under identical conditions (ρ=-2). Hypobromous acid is not able to electrophilically substitute bromine for hydrogen at pH 6.2 in aqueous tert-butanol. The tribromide anion behaves in MES-buffered aqueous tert-butanol as electrophile (ρ～-3), showing a similar polar effect in phenol bromination as molecular bromine.