3117-05-3

Basic information

• Product Name: 2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,3,5-Trimethoxybenzo-1,4-quinone; p-Benzoquinone, trimethoxy-
• CAS NO: 3117-05-3
• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.1727
• Mol File: 3117-05-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 384.6°C at 760 mmHg
• Flash Point: 175.2°C
• Density: 1.25g/cm³
• Vapor Pressure: 4.05E-06mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione(3117-05-3)
• EPA Substance Registry System: 2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione(3117-05-3)

Safety Data

• Hazardous Substances Data: 3117-05-3(Hazardous Substances Data)

Usage

General Description

2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione is a chemical compound with the molecular formula C9H12O4. It is a derivative of cyclohexa-2,5-diene-1,4-dione, also known as squaric acid. The compound features three methoxy (CH3O?) functional groups attached to the cyclohexadienedione core. It is a yellow crystalline solid that is sparingly soluble in water but soluble in organic solvents. 2,3,5-trimethoxycyclohexa-2,5-diene-1,4-dione is commonly used in organic synthesis and as a building block for the preparation of various organic compounds. It has also been studied for its potential antitumor and anti-inflammatory properties.

Upstream product

• 186581-53-3 diazomethane 
• 488-86-8 croconic acid 
• 13909-75-6 1,2,3,4,5-pentamethoxybenzene 
• 21450-56-6 1,2,3,4-tetramethoxybenzene 
• 30225-99-1 2,3,4,5-Tetramethoxyphenol 
• 24605-25-2 3-chloro-2,6-dimethoxybenzoquinone 
• 124-41-4 sodium methylate 
• 3117-02-0 2,3-dimethoxy-1,4-benzoquinone 
• 5150-42-5 2,3-dimethoxyphenol 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 
• 30225-80-0 2,3,4-trimethoxyphenyl acetate 
• 30225-82-2 2,3,4-trimethoxyphenyl formate 
• 19676-64-3 2,3,4-trimethoxyphenol 
• 13909-73-4 2',3',4'-trimethoxyacetophenone 

Downstream Products

• 100060-69-3 2,5-bis-aziridin-1-yl-3-methoxy-[1,4]benzoquinone 
• 51783-56-3 2-chloro-3,5,6-trimethoxycyclohexa-2,5-diene-1,4-dione 
• 81645-93-4 1,4-diacetoxy-2,3,5-trimethoxy-benzene 
• 95543-83-2 2,3,5-Trimethoxy-benzene-1,4-diol 
• 53033-71-9 Acetic acid 4-acetoxy-2-dodecylsulfanyl-3,5,6-trimethoxy-phenyl ester 
• 53033-72-0 Acetic acid 4-acetoxy-2,3,5-trimethoxy-6-octadecylsulfanyl-phenyl ester 

Relevant articles and documents

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Comparative pulse radiolysis studies of alkyl- and methoxy-substituted semiquinones formed from quinones and hydroquinones

Absorption spectra and rate constants for the disproportionate of 12 alkyl- and methoxy-substituted semiquinone anion free radicals (Q?-) produced by the one-electron reduction (using CO2?- as a reductant) of 1,4-benzoquinones and 1,4-naphthoquinone (Q) as well the oxidation (using N3? as an oxidant) of the corresponding hydroquinones (QH2) were determined by pulse radiolysis in 50 mM sodium phosphate buffer, pH 7.40 at room temperature. Both spectral and kinetic characteristics of Q?- only moderately depended on whether Q?- was produced from Q or QH2. Spectra of benzosemiquinones display two peaks with maximum at 310-320 nm and ca. 430 nm with the ratio of about 2-2.5. Molar absorption coefficients were determined. Rate constants for Q?- disproportionation (2k1) were correlated with the nature of substituents. While 2k1 was scarcely affected by methyl substitution, Q?- containing isopropyl, tert-butyl and methoxy substituents were visibly more stable than non-substituted and methyl-substituted Q?-.

Triphendioxazine dyestuffs

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.