121869-53-2

Basic information

• Product Name: 2,4-dibromo-5-methoxyresorcinol
• Synonyms: 2,4-dibromo-5-methoxyresorcinol
• CAS NO: 121869-53-2
• Molecular Weight: 297.931
• Mol File: 121869-53-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4-dibromo-5-methoxyresorcinol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dibromo-5-methoxyresorcinol(121869-53-2)
• EPA Substance Registry System: 2,4-dibromo-5-methoxyresorcinol(121869-53-2)

Safety Data

• Hazardous Substances Data: 121869-53-2(Hazardous Substances Data)

Usage

General Description

2,4-dibromo-5-methoxyresorcinol is a chemical compound that belongs to the group of resorcinols, which are commonly used in pharmaceutical and cosmetic industries. It is a derivative of resorcinol, containing two bromine atoms and a methoxy group attached to the benzene ring. 2,4-dibromo-5-methoxyresorcinol is often used as a building block in the synthesis of various organic molecules and as a starting material for the preparation of pharmaceuticals and agrochemicals. Its unique structure and properties make it suitable for a wide range of applications, including as a precursor for the synthesis of dyes, pigments, and advanced materials. Additionally, it has potential biological activity and is being studied for its therapeutic properties in the treatment of various diseases.

Upstream product

• 2174-64-3 5-methoxyresorcinol 
• 121869-54-3 2,4,6-tribromo-5-methoxyresorcinol 

Downstream Products

• 2174-64-3 5-methoxyresorcinol 
• 121869-51-0 2-bromo-5-methoxybenzene-1,3-diol 

Relevant articles and documents

Bromophloroglucinols and their methyl ethers

All 16 bromination products of phloroglucinol and its methyl ethers, as well as five bromoresorcinols and three of their dimethyl ethers, were synthesized and analyzed by nuclear magnetic resonance spectroscopy.Two or three equivalents of bromine convert phloroglucinol to di- and tribromophloroglucinol, 5-methoxyresorcinol to the tri- and 2,4-dibromo, 3,5-dimethoxyphenol to the tri- and 2,6-dibromo, and 1,3,5-trimethoxybenzene to the dibromo compound.With one equivalent of bromine, 3,5-dimethoxyphenol reacts preferentially at C-2 while 5-methoxyresorcinol gives both monobromo isomers.Partial debromination with sodium sulfite yields successively 2,4-dibromo- and 2-bromo-5-methoxyresorcinol from the tribromo compound but fails with brominated 3,5-dimethoxyphenol.In the resorcinol series, C-2 is invariably the least reactive position. 4,6-Dibromo-5-methoxyresorcinol and 2,4-dibromo-3,5-dimethoxyphenol are accessible by methylation of dibromophloroglucinol, obtained from 3,5-dibromo-2,4,6-trihydroxybenzoic acid by decarboxylation.In contrast to resorcinol and tribromoresorcinol, the partial bromination of pholoroglucinol and debromination of tribromopholoroglucinol are not selective.The 13Cnmr spectra of bromophloroglucinol methyl ethers show characteristic downfield shifts for methoxy groups orthogonal to the aromatic ring plane.