15233-65-5

Basic information

• Product Name: 2,6-Dimethoxyhydroquinone
• Synonyms: 2,6-DIMETHOXYHYDROXYQUINONE;1,4-DIHYDROXY-2,6-DIMETHOXYBENZENE;1,4-DIHYDROXY-3,5-DIMETHOXYBENZENE;DIMETHOXYHYDROQUINONE, 2,6-;2,6-Dimethoxy-1,4-benzenediol;2,6-Dimethoxy-1,4-benzohydroquinone;2,6-Dimethoxy-4-hydroxyphenol;2,6-Dimethoxybenzene-1,4-diol
• CAS NO: 15233-65-5
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16
• EINECS: 239-282-7
• Product Categories: Anthraquinones, Hydroquinones and Quinones;Pyridines;Phenol&Thiophenol&Mercaptan
• Mol File: 15233-65-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 158-162 °C(lit.)
• Boiling Point: 179°C (estimate)
• Flash Point: 167.243 °C
• Appearance: /
• Density: 1.1456 (rough estimate)
• Vapor Pressure: 1.82E-05mmHg at 25°C
• Refractive Index: 1.4530 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.95±0.23(Predicted)
• CAS DataBase Reference: 2,6-Dimethoxyhydroquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethoxyhydroquinone(15233-65-5)
• EPA Substance Registry System: 2,6-Dimethoxyhydroquinone(15233-65-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: MX5800000
• Hazardous Substances Data: 15233-65-5(Hazardous Substances Data)

Usage

Uses

2,6-Dimethoxybenzene-1,4-diol is used in method for preparing modified fraxinol glycoside for sunscreen isolation cream.

InChI:InChI=1/C8H10O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4,9-10H,1-2H3

Upstream product

• 29137-73-3 (1-Hydroxy-2,6-dimethoxy-4-oxo-cyclohexa-2,5-dienyl)-methoxy-acetic acid ethyl ester 
• 2478-38-8 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone 
• 134-96-3 syringic aldehyde 
• 92409-34-2 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1,3-propanediol 
• 634-36-6 1,2,3-trimethoxybenzene 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 33070-41-6 2,6-dimethoxy-p-benzosemiquinone radical 
• 530-57-4 3,5-dimethoxy-4-hydroxybenzoic acid 
• 500-99-2 3,5-dimethoxyphenol 
• 530-55-2 2,6-dimethoxy-p-quinone 
• 6766-82-1 4-n-propylsyringol 

Downstream Products

• 7702-17-2 4-(acetyloxy)-3,5-dimethoxyphenyl acetate 
• 642-71-7 3,4,5-trimethoxyphenol 
• 5333-45-9 1,2,3,5-tetramethoxybenzene 
• 78151-59-4 2,2',4,4'-tetramethoxydiphenylmethane-3,3',6,6'-tetrol 
• 141017-75-6 1,3-Dimethoxy-2,5-bis-trimethylsilanyloxy-benzene 
• 223409-59-4 2-chloroacetyl-4-chloroacetoxy-3,5-dimethoxyphenol 
• 41038-46-4 2,3,4,6-tetramethoxy-benzaldehyde 
• 832-65-5 2-hydroxy-4,5,6-trimethoxybenzaldehyde 
• 65162-31-4 2-hydroxy-3,4,6-trimethoxybenzaldehyde 
• 105827-22-3 3,6-dihydroxy-2,4-dimethoxybenzaldehyde 
• 95248-62-7 5,6'-dihydroxy-6,7,2',3',4'-pentamethoxyflavone 
• 95412-55-8 2-isopropyloxy-3,4,6-trimethoxybenzaldehyde 
• 95412-54-7 6-isopropyloxy-2,3,4-trimethoxybenzaldehyde 
• 105827-23-4 3-benzyloxy-6-hydroxy-2,4-dimethoxybenzaldehyde 

Relevant articles and documents

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A practical synthesis of the flavone, scutellarein

A practical and economical five-step synthesis of the flavone scutellarein has been achieved in 60% overall yield using the available and cheap 2,6-dimethoxy-1,4-benzoquinone as starting material. The reaction sequence involved reduction to the corresponding quinol, Friedel-Crafts acetylation, Claisen-Schmidt condensation with p-methoxybenzaldehyde, cyclisation and demethylation. The procedure is operationally simple and amenable to scale-up synthesis.

Series of charge transfer complexes obtained as crystals in a confined environment

A series of charge transfer complexes (CTCs) were successfully formed by solvent free processing techniques, using the 1,2,4,5-tetracyano benzene (TCNB) as πAmolecule and a series ofp-dihydroquinones (H2Qs) as πDcounterparts. Additionally to the classical co-evaporation techniques, we obtained CTCs in less than an hour, in a very simple confined environment, between two 100 μm - spaced glass plates. A systematical study by Raman spectroscopy on crystals highlighted the CTCs formation. Moreover, three new crystalline structures were obtained, namely TCNB-H2Q that crystallizes in columns connected to each other by H-bonds, while with the methoxy- and dimethoxy-H2Qs the CTC forms crystals with the stoichiometry 1?:?2, TCNB-(H2QOMe)2and TCNB-(H2QOMe2)2. In TCNB-(H2QOMe)2layers are formed due to intermolecular hydrogen bonds, while in TCNB-(H2QOMe2)2molecules arrange in triads, with πA-πDinteractions. In all cases, strong πA-πDinteractions exist with intermolecular distances lower than the van der Waals distances, which results in strong absorption bands in the visible range.

Method For Producing Low Molecular Weight Aromatic Lignin-Derived Compounds

The present invention relates to a method for producing one or more low molecular weight aromatic lignin-derived compounds. The method preferably comprises providing lignocellulosic material, subjecting the lignocellulosic material to a pulping process, separating pulp to provide a substantially pulp-free process stream comprising a modified lignin-derived component, isolating the modified lignin-derived component, subjecting the isolated modified lignin-derived component to a decomposition step comprising oxidative cracking (cracking and oxidizing) or reducing under the influence of a catalyst or electro-oxidation, and subjecting the resulting products to an isolation step, to provide a low molecular weight aromatic lignin-derived compound. Said compound may be further modified, e.g. by annulation. The inventive method preferably comprises further oxidizing said compound to a redox active compound. Additionally, the present invention relates to compounds obtainable by the inventive method and to an assembly for carrying out the inventive method. Furthermore, the present invention refers to a method for providing an existing pulp and/or paper manufacturing plant with said assembly.