51281-73-3

Basic information

• Product Name: 2-(2,5-dihydroxy-4-methoxyphenyl)-5-methoxycyclohexa-2,5-diene-1,4-dione
• CAS NO: 51281-73-3
• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.2415
• Mol File: 51281-73-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 547°C at 760 mmHg
• Flash Point: 211.8°C
• Density: 1.46g/cm³
• Vapor Pressure: 1.41E-12mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: 2-(2,5-dihydroxy-4-methoxyphenyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,5-dihydroxy-4-methoxyphenyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(51281-73-3)
• EPA Substance Registry System: 2-(2,5-dihydroxy-4-methoxyphenyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(51281-73-3)

Safety Data

• Hazardous Substances Data: 51281-73-3(Hazardous Substances Data)

Usage

Compound structure

2-(2,5-dihydroxy-4-methoxyphenyl)-5-methoxycyclohexa-2,5-diene-1,4-dione has a complex structure consisting of a cyclohexa-2,5-diene-1,4-dione core with two hydroxy and two methoxy groups attached to the phenyl ring.

Natural occurrence

Commonly found in natural sources such as plants and fruits.

Antioxidant properties

Known for its ability to neutralize free radicals and protect cells from oxidative damage.

Pharmaceutical applications

Used in the pharmaceutical industry for its potential health benefits and its ability to protect against oxidative stress.

Potential anticancer properties

Has been studied for its potential to prevent or inhibit the growth of cancer cells.

Anti-inflammatory properties

Research is being conducted on its potential to reduce inflammation in the body, which may help in treating various inflammatory conditions.

Further research and development

The compound is an interesting subject for ongoing research due to its various potential health benefits and therapeutic applications.

Upstream product

• 2880-58-2 2-methoxy-1,4-benzoquinone 
• 824-46-4 methoxyhydroquinone 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 391895-44-6 4,4'-dimethoxy-2,5,2',5'-tetrahydroxy-biphenyl 
• 106-51-4 p-benzoquinone 

Downstream Products

• 145386-12-5 2,3,7,8-tetraacetoxy-dibenzofuran 
• 1702-67-6 2,2',4,4',5,5'-hexamethoxybiphenyl 
• 7461-72-5 2,5,2',5'-Tetraacetoxy-4,4'-dimethoxy-biphenyl 
• 76303-43-0 Acetic acid 4-acetoxy-5-methoxy-2-(4-methoxy-3,6-dioxo-cyclohexa-1,4-dienyl)-phenyl ester 

Relevant articles and documents

Photochemistry of methoxyhydroquinone and methoxy-p-benzoquinone in solution related to the photoyellowing of the lignocellulosics

The photoreactivity of methoxy-p-benzoquinone (MQ) and methoxyhydroquinone (MHQ) in dilute solution (10-4-10-3 M) was studied using continuous irradiation and laser flash photolysis (LFP). The quinone irradiated in degassed tetrahydrofuran (THF) gives MHQ and an adduct with the solvent. Only the formation of hydroquinone is observed in ethanol, and hydroxylation is evidenced in water, whereas the compound is stable in CCl4. The bis-quinone, 4,4′-dimethoxybiphenyl-2,5,2′,5′-bisquinone, and the dibenzofurane-quinone, 8-hydroxy-3,7-dimethoxydibenzofuran-1,4-quinone, are formed in the presence of MHQ, whereas the reactivity is low with ethylconiferyl alcohol. When MHQ is irradiated selectively in degassed THF, the formation of MQ and of the bis-hydroquinone, 4,4′-dimethoxy-2,5,2′,5′-tetrahydroxy-biphenyl, are observed. The dimer is oxidized photochemically or thermally into the mono- or bis-quinones, the process being accelerated in alkaline medium. The formation of the dimers is strongly favored by the contiguous presence of quinone and hydroquinone. When MHQ is selectively irradiated in the presence of trans-ethylconiferaldehyde (EtC), quinone formation and isomerization of EtC are observed. LFP experiments, performed with a selective excitation of MQ, indicate that the triplet state of the quinone is strongly quenched by MHQ to conduce to a semiquinone radical. The interaction between 3MQ* and MQ is mainly driven by an electron transfer process according to the similar value of the quenching rate constant found with another electron donor compound such as 1,4-dimethoxybenzene. By contrast, no strong quenching of 3EtC* by MHQ was observed. It is proposed that the photochemistry of the couple MQ/MHQ is governed by the formation of encounter complex between either 3MQ* and MHQ or 3MHQ* and MQ. Consequently, the fast part of the photoyellowing of lignocellulosics does not appear to involve the couple MHQ/MQ or MHQ/etherified coniferaldehyde, but more likely a combination of oxidation of the hydroquinone by ground-state oxygen and photohydration of the formed quinone from its triplet state, giving inter-alia more colored o-quinonoid type molecules.

Quinones and Quinone Methides. VII. Reactions of 1,4-Naphthoquinone and 1,4-Benzoquinones with 4-Hydroxy-2H-1-benzopyran-2-one and 5,5-Dimethylcyclohexane-1,3-dione in Acid Solutions

4-Hydroxy-2H-1-benzopyran-2-one (4) reacts with 1,4-naphthoquinone, 2-methoxy-1,4-benzoquinone and 1,4-benzoquinone in aqueous acetic acid solutions to yield the quinone (6) and the quinols (11) and (2), respectively.With 5,5-dimethylcyclohexane-1,3-dione, 1,4-naphthoquinone forms a bisfurano compound (9) while 1,4-benzoquinone yields the bisfurano compound (18) and the monophenolic furano derivative (17).The blue product formed by acid catalysed dimerization of 2-methoxy-1,4-benzoquinone forms a diacetate, the n.m.r. spectra of which is in accord with structure (15b).