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

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

Uses

Used in Organic Synthesis:
2,3,5,6-Tetramethoxy-p-benzoquinone is used as a key intermediate in the synthesis of various organic compounds, providing a versatile platform for the development of new chemical entities.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,3,5,6-Tetramethoxy-p-benzoquinone serves as an intermediate in the production of various drugs, contributing to the synthesis of active pharmaceutical ingredients.
Used in Dye Manufacturing:
2,3,5,6-Tetramethoxy-p-benzoquinone is utilized in the manufacturing of dyes, where its chemical properties contribute to the color and stability of the final products.
Used in Antioxidant Applications:
2,3,5,6-Tetramethoxy-p-benzoquinone is used as an antioxidant, leveraging its ability to neutralize free radicals and protect against oxidative stress, which may have potential applications in medicine and health.
Used in Research and Development:
In the scientific community, 2,3,5,6-Tetramethoxy-p-benzoquinone is used as a subject of study for its unique structure and properties, with the aim of discovering new applications and understanding its role in various chemical and biological processes.

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

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

Downstream Products

• 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 
• 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 
• 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

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High-potential reversible Li deintercalation in a substituted tetrahydroxy-p-benzoquinone dilithium salt: An experimental and theoretical study

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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.

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Triphendioxazine dyestuffs of the formula STR1 having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.