6448-90-4

Basic information

• Product Name: 1,5-dimethoxyanthraquinone
• Synonyms: 1,5-dimethoxyanthracene-9,10-dione;1,5-Dimethoxyanthrachinon;9,10-Anthracenedione, 1,5-dimethoxy-;Anthraquinone, 1,5-dimethoxy-;Nsc37606;Wln: L C666 bv ivj do1 ko1
• CAS NO: 6448-90-4
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26408
• EINECS: 229-244-8
• Mol File: 6448-90-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 236°C
• Boiling Point: 371.43°C (rough estimate)
• Flash Point: 207.9 °C
• Appearance: /
• Density: 1.2390 (rough estimate)
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Refractive Index: 1.5447 (estimate)
• CAS DataBase Reference: 1,5-dimethoxyanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-dimethoxyanthraquinone(6448-90-4)
• EPA Substance Registry System: 1,5-dimethoxyanthraquinone(6448-90-4)

Safety Data

• Hazardous Substances Data: 6448-90-4(Hazardous Substances Data)

Usage

General Description

1,5-Dimethoxyanthraquinone is a chemical compound that belongs to the class of anthraquinone derivatives. It is a yellow solid with a molecular formula of C16H12O4 and a molecular weight of 268.26 g/mol. 1,5-Dimethoxyanthraquinone is often used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. Additionally, it has been studied for its potential use in organic electronic devices and photovoltaic applications due to its favorable electronic properties. 1,5-Dimethoxyanthraquinone is known for its ability to efficiently transfer charge, making it a promising candidate for various technological applications. However, it is important to handle this chemical with caution as it may pose health and environmental hazards.

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

Upstream product

• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 117-12-4 1,5-dihydroxyanthraquinone 
• 82-35-9 1.5-dinitroanthraquinone 
• 853-35-0 sodium anthraquinone-1,5-disulphonate 
• 124-41-4 sodium methylate 
• 82-46-2 1,5-Dichloroanthraquinone 
• 77-78-1 dimethyl sulfate 
• 4792-33-0 4-methoxyphthalide 
• 578-57-4 2-bromoanisole 
• 33543-19-0 3-Methoxydehydrobenzol 
• 74724-81-5 4-methoxy-3-(phenylsulfonyl)-1-(3H)-isobenzofuranone 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 860530-93-4 1,5-dimethoxy-9,10-diphenyl-9,10-dihydro-anthracene-9,10-diol 
• 52869-21-3 1-hydroxy-5-methoxy-9,10-anthraquinone 
• 16294-32-9 1,5-dimethoxy-anthracene 
• 80034-15-7 1,5-dimethoxy-9,10-bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol 
• 100466-92-0 9,10-Dihydro-3,13-dimethoxy-9,10-<1',2'>benzenoanthracen-1,4-diol 

Relevant articles and documents

COMPOUNDS AND METHODS OF TREATING RNA-MEDIATED DISEASES

The present invention provides compounds, compositions thereof, and methods of using the same.

Tandem intramolecular benzyne-furan cycloadditions. Total synthesis of vineomycinone B2 methyl ester

We have exploited tandem intramolecular benzyne-furan cycloadditions employing three different benzyne precursors to generate substituted bisoxabenzonorbornadienes in a single operation. The regiochemical outcomes in these Diels-Alder reactions were effectively controlled by using disposable silicon tethers to link the reacting benzyne and furan moieties. Two different methods for converting the intermediate bisoxabenzonorbornadienes to substituted anthrarufins were developed. The first tactic entails the initial cleavage of the silicon tethers followed by regioselective ring opening of the oxabicycloheptadienes and oxidation of the central ring giving the target anthrarufin, whereas the second features the regioselective ring opening of the oxabicycloheptadienes followed by protiodesilylation and oxidation. When the starting furans bear carbohydrate substitutents, this new methodology enables the rapid assembly of the glycosyl-substituted aromatic cores of complex C-aryl glycoside antibiotics from simple starting materials. The utility of this novel approach to anthrarufins and C-aryl glycosides is exemplified in a triply convergent synthesis of vineomycinone B2 methyl ester.

Catalytic carbonylation reactions of benzyne derivatives

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