50827-56-0

Basic information

• Product Name: 2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione
• Synonyms: 2-(Hydroxymethyl)-5-methoxybenzo-1,4-quinone
• CAS NO: 50827-56-0
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.1467
• Mol File: 50827-56-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 343.9°C at 760 mmHg
• Flash Point: 145°C
• Density: 1.32g/cm³
• Vapor Pressure: 4.37E-06mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(50827-56-0)
• EPA Substance Registry System: 2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione(50827-56-0)

Safety Data

• Hazardous Substances Data: 50827-56-0(Hazardous Substances Data)

Usage

Molecular Structure

2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione is an organic compound with a complex structure that includes a cyclohexa-2,5-diene-1,4-dione ring with hydroxymethyl and methoxy groups attached to it.

Functional Groups

The compound contains two functional groups, hydroxymethyl (-CH2OH) and methoxy (-OCH3), which can react with other chemicals and contribute to its potential applications.

Versatile Building Block

The compound's structural features make it a versatile building block for the synthesis of various other chemical compounds.

Potential Applications

2-(hydroxymethyl)-5-methoxycyclohexa-2,5-diene-1,4-dione has potential applications in the pharmaceutical, dye, and other industries.

Biological Activities

The compound may have potential biological activities and could be studied for its potential medicinal properties.

Further Research Needed

More research and studies are needed to fully understand the potential uses of this compound in different fields.

Upstream product

• 59648-29-2 2-hydroxy-4-methoxybenzyl alcohol 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 4383-06-6 3-hydroxy-4-methoxybenzyl alcohol 

Downstream Products

• 50827-61-7 Methyl-carbamic acid 4-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl ester 

Relevant articles and documents

Biomimetic oxidation of veratryl alcohol with H2O2 catalyzed by iron(III) porphyrins and horseradish peroxidase in ionic liquid

3,4-Dimethoxybenzyl alcohol (veratryl alcohol) is a model compound for lignin substructures and its oxidation with H2O2 catalyzed by iron(III) porphyrins and horseradish peroxidase (HRP) in ionic liquids has been described. Veratraldehyde and 2-hydroxymethyl-5-methoxy-2,5-cyclohexadiene- 1,4-dione were the two major products of the oxidation of veratryl alcohol at room temperature. The iron(III) porphyrin or HRP immobilized in ionic liquids showed increased catalytic activity and can be recycled and this is believed due to the stabilization of highvalent oxoiron(IV) π-cation radical intermediate generated in the reaction. Georg Thieme Verlag Stuttgart.

Iron Porphyrin-Catalyzed Oxidation of 1,2-Dimethoxyarenes: A Discussion of the Different Reactions Involved and the Competition between the Formation of Methoxyquinones or Muconic Dimethyl Esters

This paper describes the oxidation of an α,β-diarylpropane lignin dimer model and other dimethoxyarenes by several iron porphyrin-based biomimetic systems.From 1-(3,4-dimethoxyphenyl)-2-phenylpropanol (1), three types of products are identified: the 3,4-dimethoxybenzaldehyde derived from the Cα-Cβ cleavage of the propyl side chain and either quinones or muconic dimethyl esters resulting from oxidations at level of the dimethoxyaryl group.The selectivity of the reaction is discussed with respect to the nature and reactivity of the high-valent iron-oxo species formed upon reaction of the oxidants, H2O2 or magnesium monoperoxyphthalate (MMP), with the iron porphyrins.Fe(TF5PP)Cl-catalyzed oxidation of 1 by H2O2 in an aprotic medium (CH3CN/CH2Cl2), yields a clean "lignin peroxidase-like" reaction with selective formation of the aldehyde.In an aqueous buffered solution, MMP oxidation of para-substituted 1,2-dimethoxyarenes catalyzed by an iron tetrakis(pentafluorophenyl)-β-tetrasulfonatoporphyrin, Fe(TF5PS4P), clearly depends on the electronic properties of the para-substituent.The reaction is selective for para-quinone formation in the case of an electron-releasing group and for muconic dimethyl ester formation in the case of an electron-withdrawing group.

A New Easy Access to Quinones from Iron Porphyrin-catalysed Oxidation of Methoxyarenes by Magnesium Monoperoxyphthalate

Electron-rich methoxyarenes were oxidized with high yields (55-100percent) and under mild conditions to the corresponding paraquinones by magnesium monoperoxyphthalate in the presence of catalytic amounts of a water-soluble iron porphyrin; the reaction was used to prepare methoxatin.