5324-13-0

Basic information

• Product Name: 2,6-DIBROMO-4-CHLOROPHENOL
• Synonyms: 4-CHLORO-2,6-DIBROMOPHENOL;2,6-DIBROMO-4-CHLOROPHENOL;2,6-DIBROMO-4-CHLOROPHENOL 99%MIN;NSC 2863
• CAS NO: 5324-13-0
• Molecular Formula: C₆H₃Br₂ClO
• Molecular Weight: 286.35
• Product Categories: Bromine Compounds;Chlorine Compounds;Phenols;alkyl bromide|alkyl chloride
• Mol File: 5324-13-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 92℃ (ethanol )
• Boiling Point: 245°C at 760 mmHg
• Flash Point: 102°C
• Appearance: /
• Density: 2.166g/cm³
• Vapor Pressure: 0.0188mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2,6-DIBROMO-4-CHLOROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIBROMO-4-CHLOROPHENOL(5324-13-0)
• EPA Substance Registry System: 2,6-DIBROMO-4-CHLOROPHENOL(5324-13-0)

Safety Data

• Hazardous Substances Data: 5324-13-0(Hazardous Substances Data)

Usage

General Description

2,6-Dibromo-4-chlorophenol is a synthetic, organic compound primarily used in the production of other chemicals, particularly pesticides. It is characterized by a phenol core structure with chlorine and bromine substituents. Due to its halogenated nature, it is highly reactive, particularly in redox reactions. It is considered a semi-volatile compound meaning it can exist in both particulate and gaseous states in the environment; however, due to its toxicity, it's use and release are carefully regulated. But, it can still be found as a contaminant in surface waters; hence, it is often targeted for removal in water treatment procedures.

InChI:InChI=1/C6H3Br2ClO/c7-4-1-3(9)2-5(8)6(4)10/h1-2,10H

Upstream product

• 106-47-8 4-chloro-aniline 
• 106-48-9 4-chloro-phenol 
• 1679-18-1 4-Chlorophenylboronic acid 
• 64-17-5 ethanol 
• 17587-83-6 2,4,6-tribromo-4-chloro-cyclohexa-2,5-dienone 
• 7782-99-2 sulphurous acid 
• 67-66-3 chloroform 
• 62-53-3 aniline 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 7726-95-6 bromine 

Downstream Products

• 695-96-5 2-bromo-4-chlorophenol 
• 19643-45-9 2,6-dibromo-1,4-benzoquinone 
• 17587-83-6 2,4,6-tribromo-4-chloro-cyclohexa-2,5-dienone 
• 15969-10-5 2-bromo-4-chloro-6-nitro-phenol 
• 174913-44-1 2,6-dibromo-4-chloroanisole 
• 1313182-82-9 2-bromo-4-chloro-6-(trimethylsilyl)phenol 
• 28719-55-3 dibromotriphenylbismuth 
• 851392-40-0 bis(2,6-dibromo-4-chlorophenoxy)triphenylbismuth 
• 861800-85-3 2,6-dibromo-4-chloro-3,5-dinitro-anisole 
• 116995-40-5 2,6-dibromo-4-chloro-3,5-dinitro-phenol 
• 20244-57-9 2,6-Dibrom-4,4-dichlor-2,5-cyclohexadienon-⁽¹⁾ 
• 140682-50-4 bis(2,6-dibromo-4-chlorophenoxy)trichlorophosphorane 
• 1570-64-5 2-methyl-4-chlorophenol 
• 1123-63-3 2,6-dimethyl-4-chlorophenol 

Relevant articles and documents

A scalable and green one-minute synthesis of substituted phenols

A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso-hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2O2/HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.

Method for photocatalytic synthesis of polybrominated phenol compound in water phase

The invention discloses a method for photocatalytic synthesis of a polybrominated phenol compound in a water phase, comprising the following steps: adding a catalytic amount of a radical initiator, aphenol derivative and low-toxic and cheap bromide salt and water into a reaction vessel, reacting at room temperature at 5 W power in a photocatalytic reactor for a certain period, extracting with ethyl acetate and then re-crystallizing to obtain a polybrominated phenol compound. The above radical initiator is eosin, azobisisobutanol, sodium persulfate, ammonium persulfate or potassium persulfate.The free radical initiator and the bromine salt are cheap and easily available, and the method is an ideal synthesis method of the polybrominated phenol compound. According to the method, low-toxicity bromine salt instead of liquid bromine is used to carry out a bromination reaction, unstable and explosive hydrogen peroxide is replaced with the cheap and easily-available free radical initiator, and an emerging photocatalytic method is used. The polybrominated phenol compound can be obtained in a high yield by only using a 5W power lamp for the reaction, the reaction selectivity is high, by-products are less, and the post-treatment is simple.

Aerobic oxybromination of phenols catalyzed by sodium nitrite under mild conditions

An efficient catalytic system for oxybromination of phenols under mild conditions has been developed, which utilizes sodium nitrite as the catalyst, dioxygen or air as the terminal oxidant, aqueous hydrobromic acid or molecular bromine as the bromine resource. From both the atom-economic and environmental points of view, the developed protocol is expected to provide a valuable synthetic method for practical applications in laboratory or industry. Georg Thieme Verlag Stuttgart - New York.