1940-42-7

Basic information

• Product Name: 4-Bromo-2,5-dichlorophenol
• Synonyms: 4-BROMO-2,5-DICHLOROPHENOL;2,5-Dichloro-4-bromophenol;4-Bromo-2,5-dichlorophemol;4-bromo-2,5-dichloro-pheno;-bromo-2,5-dichlorophenol.;Leptophos phenol;leptophosphenol;Phenol, 4-bromo-2,5-dichloro-
• CAS NO: 1940-42-7
• Molecular Formula: C₆H₃BrCl₂O
• Molecular Weight: 241.9
• EINECS: 217-719-2
• Product Categories: API intermediates
• Mol File: 1940-42-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 187 °C / 80mmHg
• Flash Point: 118.2°C
• Appearance: /
• Density: 1.8878 (rough estimate)
• Refractive Index: 1.5590 (estimate)
• Solubility: soluble in Methanol
• PKA: 6.98±0.23(Predicted)
• CAS DataBase Reference: 4-Bromo-2,5-dichlorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2,5-dichlorophenol(1940-42-7)
• EPA Substance Registry System: 4-Bromo-2,5-dichlorophenol(1940-42-7)

Safety Data

• RTECS: SJ8000000
• Hazardous Substances Data: 1940-42-7(Hazardous Substances Data)

Usage

Description

4-Bromo-2,5-dichlorophenol is an organic compound characterized by its molecular structure that features a bromo and two chloro substituents on a phenol ring. It is a versatile chemical intermediate used in the synthesis of various pharmaceuticals and other organic compounds.

Uses

Used in Pharmaceutical Industry:
4-Bromo-2,5-dichlorophenol is used as a building block for the preparation of phenoxy-nicotinamides with bile acid receptor GPBAR1 (TGR5) inhibitory activity. These compounds have potential applications in the treatment of metabolic disorders and other conditions related to bile acid metabolism.

InChI:InChI=1/C13H10BrCl2O2PS.C6H6O/c1-17-19(20,9-5-3-2-4-6-9)18-13-8-11(15)10(14)7-12(13)16;7-6-4-2-1-3-5-6/h2-8H,1H3;1-5,7H

Upstream product

• 583-78-8 2,5-dichlorophenol 
• 2446-83-5 di-isopropyl azodicarboxylate 
• 7726-95-6 bromine 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 1940-27-8 2,5-dichloro-4-bromo-aniline 

Downstream Products

• 50654-88-1 Phenyl-phosphonothioic acid O,O-bis-(4-bromo-2,5-dichloro-phenyl) ester 
• 55999-27-4 Thiophosphorochloridic acid O-(4-bromo-2,5-dichloro-phenyl) ester O'-ethyl ester 
• 37721-85-0 4-bromo-3,6-dichloro-2-nitrophenol 
• 1228372-85-7 2,5-dichloro-4-(5-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-yl)-1,2,4-oxadiazole-3-yl)phenol 
• 1228375-15-2 5-(8-chloro-6-(trifluoromethyl)imidazol[1,2-a]pyridine-2-yl)-3-(2,5-dichloro-4-methoxyphenyl)-1,2,4-oxadiazole 
• 1445984-96-2 tert-butyl (2E)-3-(2,5-dichloro-4-hydroxyphenyl)prop-2-enoate 
• 1445981-46-3 3-[2,5-dichloro-4-([1-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]cyclopropyl]methoxy)phenyl]-N-methyl-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]propanamide trifluoroacetate 
• 1445981-44-1 3-[2,5-dichloro-4-([1-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]cyclopropyl]methoxy)phenyl]propanoic acid trifluoroacetate 
• 1445984-97-3 tert-butyl 3-[2,5-dichloro-4-([1-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]cyclopropyl]methoxy)phenyl]propanoate 
• 1228376-30-4 tert-butyl 3-(2,5-dichloro-4-hydroxyphenyl)propanoate 
• 1415407-45-2 ethyl 4-(2,5-dichloro-4-bromophenoxy)nicotinate 
• 1315469-60-3 4-(4-bromo-2,5-dichloro-phenoxy)-nicotinic acid 
• 1315469-66-9 4-(4-bromo-2,5-dichloro-phenoxy)-6-methyl-nicotinic acid methyl ester 

Relevant articles and documents

Regioselective bromination of activated aromatic substrates with a ZrBr4/diazene mixture

A regioselective method for the bromination of phenols, ethers and anilines using a ZrBr4/diazene mixture is described. The reaction takes place under mild reaction conditions and the bromine atom adds first at the para unsubstituted position with respect to the OH, OR or NR2 group of the activated aromatic substrate. Less reactive compounds such as toluene, phenyl acetate, benzonitrile and trifluoromethylbenzene remain intact under the same conditions.

Process for the production of 2,5-dichloro-4-bromophenol

This invention discloses a process for the preparation of 2,5-dichloro-4-bromophenol which comprises reacting a mixture of 2,5-dichlorophenol and 2,4-dichlorophenol with about 0.9 to about 1.2 molar amounts of bromine per mole of 2,5-dichlorophenol and thereafter recovering the 2,5-dichloro-4-bromophenol.