3286-01-9

Basic information

• Product Name: 2,7-DIMETHYLANTHRAQUINONE
• Synonyms: 2,7-DIMETHYLANTHRAQUINONE;2,7-DiMethyl-9,10-anthracenedione
• CAS NO: 3286-01-9
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.27
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 3286-01-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 157-159?C
• Boiling Point: 418.2°C at 760 mmHg
• Flash Point: 156.4°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 3.35E-07mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: -20°C Freezer
• Solubility: Acetone (Slightly)
• CAS DataBase Reference: 2,7-DIMETHYLANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DIMETHYLANTHRAQUINONE(3286-01-9)
• EPA Substance Registry System: 2,7-DIMETHYLANTHRAQUINONE(3286-01-9)

Safety Data

• Hazardous Substances Data: 3286-01-9(Hazardous Substances Data)

Usage

Description

2,7-Dimethylanthraquinone, with the CAS number 3286-01-9, is a yellow solid compound that is primarily utilized in the field of organic synthesis. It is known for its chemical stability and unique molecular structure, which makes it a valuable component in the creation of various organic compounds.

Uses

Used in Organic Synthesis:
2,7-Dimethylanthraquinone is used as a key intermediate in the synthesis of various organic compounds. Its application is primarily due to its unique molecular structure, which allows for the formation of a wide range of products through different chemical reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,7-Dimethylanthraquinone is used as a building block for the development of new drugs. Its chemical properties make it suitable for the creation of molecules with potential therapeutic applications.
Used in Dye Industry:
2,7-Dimethylanthraquinone is also utilized in the dye industry, where it serves as a starting material for the production of various dyes and pigments. Its yellow color and chemical stability contribute to its use in this application.
Used in Chemical Research:
In the field of chemical research, 2,7-Dimethylanthraquinone is employed as a model compound for studying various chemical reactions and mechanisms. Its unique structure allows researchers to gain insights into the behavior of similar compounds and develop new synthetic strategies.
Overall, 2,7-Dimethylanthraquinone is a versatile compound with a wide range of applications across different industries, including organic synthesis, pharmaceuticals, dyes, and chemical research. Its unique properties and chemical stability make it a valuable asset in the development of new products and the advancement of scientific knowledge.

InChI:InChI=1/C16H14O2/c1-9-3-5-11-13(7-9)16(18)14-8-10(2)4-6-12(14)15(11)17/h3-8,11,13H,1-2H3

Upstream product

• 19438-61-0 4-methylphthalic anhydride 
• 108-88-3 toluene 
• 782-23-0 2,7-dimethylanthracene 
• 42527-76-4 (+/-)-2,7-dimethyl-(4arH.8atH.9acH.10atH)-1,4,4a,5,8,8a,9a,10a-octahydro-anthraquinone 
• 93874-10-3 2,7,9,10-Tetramethyl-anthracen 
• 54159-95-4 3,6-dimethyl-anthrone 
• 56218-49-6 1-((1E,3E)-3,7-Dimethyl-octa-1,3,6-trienyl)-piperidine 
• 605-93-6 6-methyl-1,4-naphthoquinone 
• 41721-07-7 1-((1E,3Z)-3,7-Dimethyl-octa-1,3,6-trienyl)-pyrrolidine 
• 106-51-4 p-benzoquinone 
• 78-79-5 isoprene 
• 67-66-3 chloroform 
• 10028-15-6 ozone 
• 860531-10-8 4-(3,6-dimethyl-[9]anthryl)-butyric acid 

Downstream Products

• 782-23-0 2,7-dimethylanthracene 
• 86329-22-8 1,8-diamino-2,7-bis-(phenylimino-methyl)-anthraquinone 
• 1412499-96-7 2,7-bis[2-(4-cyanophenyl)vinyl]-9,10-dipentyloxy-anthracene 
• 1412937-49-5 C₆₂H₆₂O₂P₂⁽²⁺⁾ 
• 940910-86-1 2,7-bis[2-(4-dimethylamino-phenyl)vinyl]-9,10-dipentyloxy-anthracene 
• 1412499-95-6 2,7-bis-[2-(p-tolyl)-vinyl]-9,10-dipentyloxy-anthracene 

Relevant articles and documents

Synthesis method of anthraquinone derivatives and tetracenedione derivatives through benzannulation reaction

The present invention relates to a method for synthesizing anthraquinone derivatives and tetracene dione derivatives through a benzannulation reaction, which presents a novel synthesis method, capable of processing synthesis easily, conveniently, and efficiently under mild conditions by an organic catalyst. The synthesis method uses an L-proline catalyst which is nontoxic, economical and easily available, compared to conventional production methods, thereby providing the anthraquinone derivatives and the tetracene dione derivatives through the one-pot benzannulation reaction of an α, β-unsaturated aldehyde compound, various 1,4-naphthoquinone compounds or 1,4-anthracenedione compounds. Various forms of anthraquinone derivatives or tetracene dione derivatives prepared by the synthesis method can be widely used for synthesis of natural products, dyes, and pharmaceutical products.COPYRIGHT KIPO 2017

Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones

An efficient one-pot synthesis of anthraquinones and tetracenediones was achieved vial-proline catalyzed [4+2] cycloaddition of in situ generated azadiene from α,β-unsaturated aldehydes and 1,4-naphthoquinones or 1,4-anthracenedione in good to excellent yield. This protocol constitutes an unprecedented tandem benzannulation that allows one-pot construction of diverse anthraquinones and tetracenediones in the presence of organocatalysts. This methodology was applied successfully to the synthesis of naturally occurring molecules and photochemically interesting phenanthrenequinone derivatives.

Remote aromatic stabilization in radical reactions

The rates of free radical reduction of a series of anthracene derivatives and 1-phenyl-4-bromodecane with tributyltin hydride are mediated by the remote aromatic substituent in an apparent through-space interaction. Density functional calculations suggest that this enhancement is not due to direct stabilization of the free radical intermediate, and is likely to be achieved through the interaction of the aromatic moiety with the polarized transition state leading to the intermediate.