25676-73-7

Upstream product

• 24988-36-1 4,6-dibromo-1,3-dimethoxybenzene 
• 85238-99-9 α,α-bis(2,4-dimethoxyphenyl)-β,β-dimethylethane 
• 151-10-0 1,3-Dimethoxybenzene 
• 7726-95-6 bromine 
• 74-88-4 methyl iodide 
• 61524-51-4 2,4-dibromo-5-hydroxyphenol 
• 108-46-3 recorcinol 

Downstream Products

• 2437-49-2 2,4,6-tribromoresorcinol 
• 6965-36-2 2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-benzopyran-4-one 
• 53887-77-7 2-hydroxy-3,4,5,6-tetramethoxybenzene 

Relevant academic research and scientific papers

Synthesis and Antiproliferative Activity of Natural and Non-Natural Polymethoxychalcones and Polymethoxyflavones

Two series of polymethoxychalcones and polymethoxyflavones, including the natural products 2′-hydroxy-3,4,5,4′,6′-pentamethoxychalcone (8c), 5,6,7,8,3′,4′,5′-heptamethoxyflavone (6), 5,7,3′,4′,5′-pentamethoxyflavone (9c), 3-hydroxy-5,6,7,8,3′,4′,5′-heptam

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.

DIMETHOXY AROMATIC COMPOUNDS. II. BROMODEALKYLATION REACTIONS OF meta-DIMETHOXYBENZENE DERIVATIVES

Comparison of the behaviour of 1,1-bis(dimethoxyphenyl)ethane derivatives towards bromination in different experimental conditions shows that only 2,4-dimethoxy derivatives undergo bromodealkylation processes, the aromatic displacement of the arylethane group occurring only when a high electron density resides at the alkyl-substituted carbon