6407-55-2

Basic information

• Product Name: 1,8-dimethoxyanthraquinone
• Synonyms: 1,8-dimethoxyanthracene-9,10-dione;1,8-Dimethoxy-9,10-anthraquinone;Dimethyldanthrone;9,10-Anthracenedione, 1,8-dimethoxy-;Anthraquinone, 1,8-dimethoxy- (8ci);Einecs 229-036-7;Nsc 234746;Nsc 30460
• CAS NO: 6407-55-2
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26408
• EINECS: 229-036-7
• Mol File: 6407-55-2.mol
• Article Data: 26

Chemical Properties

• Melting Point: 223 °C
• Boiling Point: 462.1°C at 760 mmHg
• Flash Point: 207.9°C
• Appearance: /
• Density: 1.295g/cm³
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 1,8-dimethoxyanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-dimethoxyanthraquinone(6407-55-2)
• EPA Substance Registry System: 1,8-dimethoxyanthraquinone(6407-55-2)

Safety Data

• Hazardous Substances Data: 6407-55-2(Hazardous Substances Data)

Usage

General Description

1,8-dimethoxyanthraquinone, also known as DMOA, is a chemical compound with the molecular formula C16H12O4. It is a dark yellow solid that is soluble in organic solvents such as acetone and ethanol. 1,8-dimethoxyanthraquinone is a derivative of anthraquinone, a naturally occurring organic compound found in plants. 1,8-dimethoxyanthraquinone is often used as a dye intermediate and as a component in the production of various dyes and pigments. It is also utilized as a catalyst in the production of certain polymers and as an intermediate in the synthesis of pharmaceuticals. Additionally, this chemical compound has been investigated for its potential application in organic electronic devices and as a corrosion inhibitor in metal surfaces.

InChI:InChI=1/C16H12O4/c1-19-11-7-3-5-9-13(11)16(18)14-10(15(9)17)6-4-8-12(14)20-2/h3-8H,1-2H3

Upstream product

• 67-56-1 methanol 
• 129-39-5 1,8-dinitroanthraquinone 
• 82-43-9 1,8-dichloroanthraquinone 
• 124-41-4 sodium methylate 
• 4792-33-0 4-methoxyphthalide 
• 578-57-4 2-bromoanisole 
• 117-10-2 1,8-dihydroxy-9,10-anthracenedione 
• 80-48-8 methyl p-toluene sulfonate 
• 201230-82-2 carbon monoxide 
• 217813-03-1 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate 
• 5539-66-2 1-hydroxy-8-methoxyanthraquinone 
• 77-78-1 dimethyl sulfate 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 82-35-9 1.5-dinitroanthraquinone 

Downstream Products

• 1143-38-0 1,8-dihydroxy-9(10H)-anthracenone 
• 1370442-64-0 1,8-dibromo-4,5-dimethoxyanthracene 
• 144860-30-0 1-amino-4,5-dimethoxy-anthraquinone 
• 139565-46-1 Acetic acid 8-acetoxy-2-benzyl-9,10-dioxo-9,10-dihydro-anthracen-1-yl ester 
• 139565-45-0 Acetic acid 2-benzyl-8-methoxy-9,10-dioxo-9,10-dihydro-anthracen-1-yl ester 
• 139565-36-9 2-Benzyl-1-hydroxy-8-methoxy-anthraquinone 
• 139565-40-5 2-Benzyl-1,8-dihydroxy-anthraquinone 
• 34425-60-0 isochrysophanol 
• 100466-93-1 9,10-Dihydro-5,16-dimethoxy-9,10-<1',2'>benzenoanthracen-1,4-diol 
• 179738-05-7 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-4-phenyl-butyric acid methyl ester 
• 179738-04-6 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester 
• 186394-54-7 (+/-)-2-(9,10-dihydro-1,8-dihydroxy-9-oxo-2-anthracene)-4-phenylbutanoic acid 
• 186394-50-3 (+/-)-2-(9,10-dihydro-1,8-dihydroxy-9-oxo-2-anthracene)-3-phenylpropionic acid 
• 80034-14-6 1,8-dimethoxy-9,10-bis(phenylethynyl)-9,10-dihydroantharcene-9,10-diol 

Relevant articles and documents

Synthesis of 1,4,5,16-tetrahydroxytetraphenylene

This paper concerns the synthesis of 1,4,5,16-tetrahydroxytetraphenylene, which may function as a building block for the construction of molecular scaffolds. The synthesis of 1,4,5,16-tetrahydroxytetraphenylene was realized by stepwise Diels-Alder reactions to form two benzene rings using 1,10-dimethoxydibenzo[a,e]cyclooctene as a precursor. This key intermediate, in turn, could be obtained by photo-rearrangement of its corresponding barrelene.

Synthesis and isolation of stable hypervalent carbon compound (10-C-5) bearing a 1,8-dimethoxyanthracene ligand [10]

-

Ionic Highways from Covalent Assembly in Highly Conducting and Stable Anion Exchange Membrane Fuel Cells

A major challenge in the development of anion exchange membranes for fuel cells is the design and synthesis of highly stable (chemically and mechanically) conducting membranes. Membranes that can endure highly alkaline environments while rapidly transporting hydroxides are desired. Herein, we present a design using cross-linked polymer membranes containing ionic highways along charge-delocalized pyrazolium cations and homoconjugated triptycenes. These ionic highway membranes show improved performance. Specifically, a conductivity of 111.6 mS cm-1 at 80 °C was obtained with a low 7.9% water uptake and 0.91 mmol g-1 ion exchange capacity. In contrast to existing materials, ionic highways produce higher conductivities at reduced hydration and ionic exchange capacities. The membranes retain more than 75% of their initial conductivity after 30 days of an alkaline stability test. The formation of ionic highways for ion transport is confirmed by density functional theory and Monte Carlo studies. A single cell with platinum metal catalysts at 80 °C showed a high peak density of 0.73 W cm-2 (0.45 W cm-2 from a silver-based cathode) and stable performance throughout 400 h tests.

Design and synthesis of a novel triptycene-based ligand for modeling carboxylate-bridged diiron enzyme active sites

A novel triptycene-based ligand with a preorganized framework was designed to model carboxylate-bridged diiron active sites in bacterial multicomponent monooxygenase (BMM) hydroxylase enzymes. The synthesis of the bis(benzoxazole)-appended ligand L1 depicted was accomplished in 11 steps. Reaction of L1 with iron(II) triflate and a carboxylate source afforded the desired diiron(II) complex [Fe2L1(μ-OH)-(μ-O 2CArTol)(OTf)2].