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

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

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 
• 1570-64-5 2-methyl-4-chlorophenol 
• 1123-63-3 2,6-dimethyl-4-chlorophenol 
• 76800-28-7 5,5'-dichloro-2,2'-dihydroxy-3,3'-dimethylbiphenyl 
• 76800-29-8 3-bromo-5,5'-dichloro-2,2'-dihydroxy-3'-methylbiphenyl 
• 140682-50-4 bis(2,6-dibromo-4-chlorophenoxy)trichlorophosphorane 
• 20244-57-9 2,6-Dibrom-4,4-dichlor-2,5-cyclohexadienon-⁽¹⁾ 
• 116995-40-5 2,6-dibromo-4-chloro-3,5-dinitro-phenol 
• 861800-85-3 2,6-dibromo-4-chloro-3,5-dinitro-anisole 
• 28719-55-3 dibromotriphenylbismuth 

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.

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.