4524-77-0

Basic information

• Product Name: 2-bromo-4,6-dichlorophenol
• Synonyms: 2,4-Dichloro-6-bromophenol;6-Bromo-2,4-dichlorophenol
• CAS NO: 4524-77-0
• Molecular Formula: C₆H₃BrCl₂O
• Molecular Weight: 241.91
• EINECS: 224-855-6
• Mol File: 4524-77-0.mol

Chemical Properties

• Melting Point: 67-69℃
• Boiling Point: 240℃
• Flash Point: 99℃
• Appearance: /
• Density: 1.890
• Vapor Pressure: 0.0258mmHg at 25°C
• Refractive Index: 1.5590 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-bromo-4,6-dichlorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4,6-dichlorophenol(4524-77-0)
• EPA Substance Registry System: 2-bromo-4,6-dichlorophenol(4524-77-0)

Safety Data

• Hazardous Substances Data: 4524-77-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-bromo-4,6-dichlorophenol is used as an intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and medications. Its antimicrobial properties make it a valuable component in the formulation of certain medications.
Used in Pesticide Industry:
In the pesticide industry, 2-bromo-4,6-dichlorophenol is used as an intermediate in the production of various pesticides. Its antimicrobial activity helps in the development of effective pest control products.
Used in Dye Industry:
2-bromo-4,6-dichlorophenol is also used as an intermediate in the dye industry, where it plays a role in the synthesis of different types of dyes. Its chemical properties contribute to the creation of a wide range of colorants for various applications.
Safety Precautions:
As with most chemicals, 2-bromo-4,6-dichlorophenol should be handled with care due to potential toxicity and environmental concerns. Although its hazardousness to humans and animals isn't fully determined, its potential for causing eye and skin irritations along with its possible harmfulness if inhaled or swallowed warrants caution. Proper safety measures and protective equipment should be used when working with this compound.

InChI:InChI=1/C6H3BrCl2O/c7-4-1-3(8)2-5(9)6(4)10/h1-2,10H

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 64-19-7 acetic acid 
• 120-83-2 2,4-dichlorophenol 
• 7726-95-6 bromine 
• 7647-01-0 hydrogenchloride 
• 106-48-9 4-chloro-phenol 
• 2446-83-5 di-isopropyl azodicarboxylate 
• 56962-14-2 2,6-dichloro-3-hydroxybenzaldehyde 
• 873983-87-0 4-bromo-2,6-dichloro-3-hydroxy-benzaldehyde 
• 20244-58-0 2,4-dibromo-4,6-dichloro-cyclohexa-2,5-dienone 
• 108-95-2 phenol 
• 860243-44-3 4-bromo-2-chloro-3-hydroxy-benzaldehyde 
• 56962-10-8 2-chloro-3-hydroxybenzaldehyde 

Downstream Products

• 67044-77-3 <2-Brom-4,6-dichlor-phenoxy>-trimethylsilan 
• 609-89-2 2,4-dichloro-6-nitrophenol 
• 864642-82-0 1-bromo-3,5-dichloro-2-(2,2-difluoroethoxy)benzene 
• 1022248-99-2 2-(2-bromo-4,6-dichlorophenoxy)-4-chloro-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole 
• 60633-26-3 1-bromo-3,5-dichloro-2-methoxybenzene 
• 67044-78-4 <2-Brom-4,6-dichlorphenoxy>-triphenylsilan 
• 871879-43-5 2-bromo-4,6-dichloro-3,5-dinitro-anisole 
• 135062-15-6 N-<3-(2,4-dichloro-6-iodophenoxy)propyl>-N-methyl-2-propynylamine 
• 103951-18-4 C₈H₅⁽³⁾HCl₂O₃ 
• 29666-56-6 2-bromo-6-chloro-benzoquinone 
• 140163-69-5 3-(2-bromo-4,6-dichlorophenoxy)-1-propanol 
• 103951-16-2 (2-bromo-4,6-dichloro-phenoxy)-acetic acid 
• 697-91-6 2,6-dichloro-1,4-benzoquinone 
• 855836-54-3 toluene-4-sulfonic acid-(2-bromo-4,6-dichloro-phenyl ester) 

Relevant articles and documents

Selective Bromination of β-Positions of Porphyrin by Self-Catalytic Behaviour of VOTPP: Facile Synthesis, Electrochemical Redox Properties and Catalytic Application

Oxidovanadium(IV) complex of β-octabromo-meso-tetraphenylporphyrin, {[VIVO(TPPBr8)], 2} was synthesized by self-catalytic oxidative bromination of meso-tetraphenylporphyrinatooxidovanadium(IV) {[VIVO(TPP), 1} in excellent yield under mild conditions at 25 °C and its structure was confirmed by single crystal X-ray study. UV-Vis and 1H NMR spectra further confirmed that the meso-phenyl rings are not brominated and thus emphasizes on the selectivity as well as synthetic importance of this catalytic method. In the presence of substrates e. g. phenol derivatives, 1 biomimics the vanadium bromoperoxidase (VBPO) enzyme and catalyses the oxidative bromination of substrates in water at 25 °C. Remarkably, 2 also catalyses the oxidative bromination of phenol derivatives under similar reaction conditions with very high turnover frequency (TOF) values (ca. 29 s?1) along with its recyclability. It was found that 2 showed superior catalytic performance as compared to 1 because of its electron deficient nature due to electron withdrawing bromo substituents and robust saddle shaped nonplanar structure (further supported by DFT studies).

Identification of a novel allosteric GLP-1R antagonist HTL26119 using structure- based drug design

A series of novel allosteric antagonists of the GLP-1 receptor (GLP-1R), exemplified by HTL26119, are described. SBDD approaches were employed to identify HTL26119, exploiting structural understanding of the allosteric binding site of the closely related Glucagon receptor (GCGR) (Jazayeri et al., 2016) and the homology relationships between GCGR and GLP-1R. The region around residue C3476.36b of the GLP-1R receptor represents a key difference from GCGR and was targeted for selectivity for GLP-1R.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions

Several oxidative approaches namely thiocyanation of aromatic compounds, epoxidation of alkenes, amidation of aromatic aldehydes, epoxidation of α β-unsaturated ketones, oxidation of sulfides to sulfoxides and sulfones, bayer-villeger reaction, bromination and iodation of aniline and phenol derivatives oxidative esterification, oxidation of pyridines and oxidation of secondary, allylic and benzyllic alcohols were carried out using 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as the potential solid oxidant which can be stored for several months without any loss in its activity. All of the procedures were accomplished via mild reaction conditions and the products were afforded in high yields and short reaction times.

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

NEW BIARYL AMIDE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 and A are as described herein, compositions including the compounds and methods of using the compounds.

NEW BIARYL AMIDE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 and A are as described herein, compositions including the compounds and methods of using the compounds.

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general Formula (I), wherein R1, R2, R3, R4 R5, R6, R7, R8 R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

Green, mild and efficient bromination of aromatic compounds by HBr promoted by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane in water as a solvent

A combination of HBr and trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane as a new and powerful oxidant was found effective for facile bromination of different aromatic compounds at room temperature in water as a green solvent. Mild reaction conditions, high selectivity and yield, high reaction rate and non-toxicity are some of the major advantages of this synthetic protocol.

Regioselective bromination and iodination of aromatic substrates promoted by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane

Selective and efficient bromination and iodination of aromatic compounds by ammonium bromide and ammonium iodide, respectively, under promotion of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane have been explored. Mild reaction conditions, high selectivity and yield, and high reaction rate are some of the major advantages of this synthetic method.