3117-06-4

Basic information

• Product Name: 2,3,5,6-Tetramethoxy-p-benzoquinone
• Synonyms: 2,3,5,6-Tetramethoxy-2,5-cyclohexadiene-1,4-dione;2,3,5,6-Tetramethoxy-p-benzoquinone
• CAS NO: 3117-06-4
• Molecular Formula: C₁₀H₁₂O₆
• Molecular Weight: 228.1987
• Mol File: 3117-06-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 452.1°Cat760mmHg
• Flash Point: 206.3°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 2.3E-08mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: 2,3,5,6-Tetramethoxy-p-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-Tetramethoxy-p-benzoquinone(3117-06-4)
• EPA Substance Registry System: 2,3,5,6-Tetramethoxy-p-benzoquinone(3117-06-4)

Safety Data

• Hazardous Substances Data: 3117-06-4(Hazardous Substances Data)

Usage

General Description

2,3,5,6-Tetramethoxy-p-benzoquinone is a chemical compound with the molecular formula C10H12O6. It is a quinone derivative, characterized by the presence of four methoxy groups attached to the benzene ring. 2,3,5,6-Tetramethoxy-p-benzoquinone is commonly used in organic synthesis and as an intermediate in the production of pharmaceuticals and dyes. It is also known for its antioxidant properties and may have potential applications in the field of medicine and health. Additionally, it is of interest to researchers studying the structure and properties of quinone compounds, as well as their potential uses in various industrial and scientific applications.

InChI:InChI=1/C10H12O6/c1-13-7-5(11)9(15-3)10(16-4)6(12)8(7)14-2/h1-4H3

Upstream product

• 7647-01-0 hydrogenchloride 
• 100059-82-3 4,5,7,8-tetramethoxy-1-oxa-spiro[2.5]octa-4,7-dien-6-one 
• 118-75-2 chloranil 
• 530-55-2 2,6-dimethoxy-p-quinone 
• 634-36-6 1,2,3-trimethoxybenzene 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 61014-67-3 2,6-dibromo-3,5-dimethoxy-1,4-benzoquinone 
• 527-21-9 2,3,5,6-tetrafluoro-1,4-benzoquinone 
• 186581-53-3 diazomethane 
• 319-89-1 tetrahydroxy-1,4-quinone 

Downstream Products

• 49662-14-8 1,4-diacetoxy-2,3,5,6-tetramethoxybenzene 
• 1428747-96-9 C₁₀H₁₁N₃O₃S*C₁₀H₁₂O₆ 
• 90508-40-0 N,N'-Dicyano-2,3,5,6-tetramethoxy-1,4-benzoquinonediimine 
• 101432-44-4 1,4-Dimethoxy-2,3,5,6-tetraacetoxy-benzol 
• 102445-60-3 bis-(4-hydroxy-2,3,5,6-tetramethoxy-phenyl)-methane 
• 103046-18-0 1-benzoyloxy-4-benzoyloxymethyl-2,3,5,6-tetramethoxy-benzene 
• 101876-71-5 1-benzoyloxy-4-chloro-2,3,5,6-tetramethoxy-benzene 
• 100519-56-0 2,5-diacetoxy-3,6-dimethoxy-[1,4]benzoquinone 
• 99188-18-8 4-chloro-2,3,5,6-tetramethoxy-phenol 
• 92387-55-8 3-(2,6-dichlorophenyl)-3a,5,6,7a-tetramethoxy-3a,7a-dihydro-1,2-benzisoxazole-4,7-dione 
• 92387-56-9 3-(2,6-dichlorophenyl)-6,7,9,10-tetramethoxy-2-aza-1,4-dioxaspiro<4.5>-deca-2,6,9-trien-8-one 
• 175229-08-0 2,3,5,6-tetrahexyloxy-1,4-benzoquinone 
• 102780-59-6 2,5-bis<<(2-dimethylamino)ethyl>amino>-3,6-dimethoxy-1,4-benzoquinone 
• 102780-68-7 2,5-bis<<4-<(dimethylamino)methyl>phenyl>amino>-3,6-dimethoxy-1,4-benzoquinone 

Relevant articles and documents

Insensitivity of Magnetic Coupling to Ligand Substitution in a Series of Tetraoxolene Radical-Bridged Fe2 Complexes

The elucidation of magnetostructural correlations between bridging ligand substitution and strength of magnetic coupling is essential to the development of high-temperature molecule-based magnetic materials. Toward this end, we report the series of tetrao

Substituent effect on the electron acceptor property of 1,4-benzoquinone towards the formation of molecular complex with sulfamethoxazole

UV-Vis, 1H NMR, FT-IR, LC-MS and fluorescence spectral techniques were employed to investigate the mechanism of interaction of sulfamethoxazole with varying number of methoxy/chloro substituted 1,4-benzoquinones (MQ1-4) and to characterize the reaction products. The interactions of MQ1-4 with sulfamethoxazole (SULF) were found to proceed through the formation of a donor-acceptor complex, containing radical anion and its conversion to the product. Fluorescence quenching studies showed that the interaction between the donor and the acceptors are spontaneous. The results indicated that the progressive replacement of chlorine atom (-I effect) by methoxy group (+M effect) in the quinone decreased the electron acceptor property of the quinone. The results of the correlation of experimentally measured binding constants with electrochemical data and ab initio DFT calculations supported these observations.

2,3,5,6-Tetraalkoxy-1,4-benzoquinones and structurally related tetraalkoxy benzene derivatives: Synthesis, properties and solid state packing motifs

A general synthesis of 2,3,5,6-tetraalkoxy-1,4-benzoquinones 1 from 1,2,4,5-tetraalkoxybenzenes 3 is reported. IR analysis (1a-e), the single crystal X-ray analysis of 2,3,5,6-tetramethoxy-1,4-benzoquinone 1a and semi-empirical calculations (AM1, 1a) show that the 1,4-benzoquinone skeleton possesses a merocyanine-type distortion. The solid state packing motifs of 1 are markedly affected by alkoxy chain length. For 1a, weak C-H ... O interactions and reduction of unfavourable dipole-dipole interactions are important for intermolecular organization, whereas for 2,3,5,6-tetradecyloxy-1, 4-benzoquinone [1e, wide angle X-ray diffraction (WAXD)] the close packing principle of the alkyl chains dominates. In both cases the results show that interplanar overlap is improved with respect to 1,4-benzoquinone 8. To deepen our insight into the effect of alkoxy chain length on solid state packing motifs, single crystal X-ray structures of methoxy and decyloxy derivatives of the structurally related compounds 1,4-diacetoxy-2,3,5,6-tetraalkoxybenzenes 2a and e, and 1,2,4,5-tetraalkoxybenzenes 3a and e were analysed. Compounds 1e, 2e and 3e, bearing decyloxy chains, possess board-like molecular structures which stack parallel along the a-axis as a result of alkyl chain interactions.