56002-81-4

Basic information

• Product Name: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)
• Synonyms: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)
• CAS NO: 56002-81-4
• Molecular Formula: C₉H₁₂O₅
• Molecular Weight: 200.18858
• Product Categories: ALCOHOL
• Mol File: 56002-81-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(56002-81-4)
• EPA Substance Registry System: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(56002-81-4)

Safety Data

• Hazardous Substances Data: 56002-81-4(Hazardous Substances Data)

Usage

Derivative of

Resorcinol

Structure

Three methoxy groups attached to the benzene ring at positions 3, 4, and 6

Uses

a. Synthesis of pharmaceuticals and natural products
b. Antioxidant and anti-inflammatory properties
c. Production of hair dyes and cosmetic products
d. Potential applications in materials science and nanotechnology

Industries and research fields

Diverse uses in various industries and research fields

Upstream product

• 41318-10-9 2-hydroxy-3,4,6-trimethoxyacetophenone 
• 6953-31-7 2'-acetoxy-3',4',5'-trimethoxyacetophenone 
• 7508-05-6 1-(2,3,4,6-tetramethoxyphenyl)ethanone 
• 5333-45-9 1,2,3,5-tetramethoxybenzene 
• 15233-65-5 2,6-dimethoxy-1,4-hydroquinone 
• 7507-98-4 1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 29201-97-6 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone 
• 13909-75-6 1,2,3,4,5-pentamethoxybenzene 
• 3162-28-5 2-hydroxy-3,4,5,6-tetramethoxyacetophenone 
• 176662-25-2 Toluene-4-sulfonic acid 7-benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-6,8-dimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-19-4 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-24-1 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-6,8-dimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-22-9 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,6,8-tetramethoxy-chromen-4-one 
• 176662-18-3 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-16-1 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one 
• 176662-31-0 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one 
• 176662-36-5 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 
• 176662-35-4 7-Benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 
• 1026339-87-6 Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 

Relevant articles and documents

COGNITIVE DISORDER-AMELIORATING AGENT

A cognitive impairment ameliorant is provided that is useful for the prevention or treatment of cognitive impairment, and particularly Alzheimer's disease. The cognitive impairment ameliorant contains royal jelly as an active ingredient thereof.

Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXI.: A Convenient Method for Synthesizing 3,5,7-Trihydroxy-6,8-dimethoxyflavones and 5,7-Dihydroxy-3,6,8-trimethoxyflavones

The Friedel-Crafts acetylation with boron trifluoride was studied and it was found that 1-(2,4-dihydroxy-3,5,6-trimethoxyphenyl)ethanone was conveniently synthesized from 2,3,5,6-tetramethoxyphenyl acetate in a mixture of acetic anhydride and acetic acid. 1-[2-Hydroxy-3,5,6-trimethoxy-4-(methoxyinethoxy)phenyl]ethanone was cyclized to 7-hydroxy-5,6,8-trimethoxyflavone by using the Baker-Venkataraman transformation. The 7-benzyl ether of the flavone was oxidized with dimethyldioxirane and then treated with a small amount of p-toluenesulfonic acid to give 7-benzyloxy-3-hydroxy-5,6,8-trimethoxyflavone, which was converted into the methyl ether and tosylate. The 5-methoxy group in the methyl ether or tosylate was selectively cleaved with anhydrous aluminum bromide in acetonitrile under mild conditions to give the corresponding 5-hydroxyflavones and the latter compound with a 3-tosyloxy group was smoothly converted into the 3,5-dihydroxyflavone by hydrolysis with potassium carbonate in methanol. The hydrogenolysis of the 7-benzyloxy-3,5-dihydroxyflavone and its 3-methyl ether afforded quantitatively 3,5,7-trihydroxy-6,8-dimethoxyflavone and its 3-methyl ether. The process was suitable as a general method for synthesizing 3,5,7-trihydroxy-6,8-dimethoxyflavones and their 3-methyl ethers and the six flavones were synthesized for the clarification of their 1H and 13CNMR, MS, and UV spectral properties.