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

• 124-41-4 sodium methylate 
• 82-46-2 1,5-Dichloroanthraquinone 
• 4792-33-0 4-methoxyphthalide 
• 578-57-4 2-bromoanisole 
• 117-12-4 1,5-dihydroxyanthraquinone 
• 80-48-8 methyl p-toluene sulfonate 
• 52869-21-3 1-hydroxy-5-methoxy-9,10-anthraquinone 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 853-35-0 sodium anthraquinone-1,5-disulphonate 
• 82-35-9 1.5-dinitroanthraquinone 
• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 91910-07-5 1-Methoxy-1,4,4a,8a-tetrahydro-1,4-aethano-naphthalindion-(5,8) 

Downstream Products

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

1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore

An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63% yield by iodination of 1.3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5- phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl) perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubslituted thiophenes 38-H-41-H required intermediate prepara tion of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5- methoxy-3-methyl-4-bromothiophene (40). Protection of the α-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane frag ment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1.

Catalytic carbonylation reactions of benzyne derivatives

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