613-06-9

Basic information

• Product Name: 2,3-DIMETHYLANTHRACENE
• Synonyms: 2,3-DIMETHYLANTHRACENE
• CAS NO: 613-06-9
• Molecular Formula: C₁₆H₁₄
• Molecular Weight: 206.28
• EINECS: 210-328-8
• Product Categories: Anthracenes
• Mol File: 613-06-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 252 °C
• Boiling Point: 374 °C at 760 mmHg
• Flash Point: 170.9 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 1.85E-05mmHg at 25°C
• Refractive Index: 1.676
• CAS DataBase Reference: 2,3-DIMETHYLANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHYLANTHRACENE(613-06-9)
• EPA Substance Registry System: 2,3-DIMETHYLANTHRACENE(613-06-9)

Safety Data

• Hazardous Substances Data: 613-06-9(Hazardous Substances Data)

Usage

General Description

2,3-Dimethylanthracene is an aromatic hydrocarbon deriving from an anthracene, which itself is a type of polycyclic aromatic hydrocarbon (PAH). It is a lesser-known derivative of anthracene with two methyl groups added to the second and third carbon atoms in the anthracene molecule. The compound functions as a starting material in chemical synthesis and exhibits unique photophysical properties, having applications in organic light-emitting diodes (OLEDs), photovoltaic materials, and other organic electronic devices. Despite its uses, it is classified as an environmental pollutant and a potential health hazard, since PAHs, including 2,3-dimethylanthracene, are often associated with toxicity and carcinogenic effects.

InChI:InChI=1/C16H14/c1-11-7-15-9-13-5-3-4-6-14(13)10-16(15)8-12(11)2/h3-10H,1-2H3

Upstream product

• 6531-35-7 2,3-dimethylanthraquinone 
• 62170-37-0 2,3-dimethyl-9(10H)-anthracenone 
• 7664-41-7 ammonia 
• 2159-42-4 2-(3,4-dimethylbenzoyl)benzoic acid 
• 858842-77-0 2-(3,4-dimethylbenzyl)benzoic acid 
• 111798-37-9 2,3-Dimethyl-9,10-epoxy-1,4,4a,9,9a,10-hexahydro-anthracen 
• 152818-36-5 2-benzoyl-4,5-dimethylbenzoic acid 
• 131590-13-1 2,3-dimethyl-1,4-dihydro-anthracene 
• 95-47-6 o-xylene 
• 134935-47-0 diethyl 2-(2-(bromo-methyl)benzylidene)malonate 
• 471241-97-1 2,3-dimethyl-9,10-dihydroanthracene 
• 93015-58-8 4.5-Dimethyl-2-benzoyl-1.2.3.6-tetrahydro-benzoesaeure 

Downstream Products

• 27070-00-4 9-(Cyclobutylidene-phenyl-methyl)-2,3-dimethyl-anthracene 
• 15254-26-9 2,3,6,7-tetramethyl-1,4,4a,5,8,8a,9a,10a-octahydroanthracene-9,10-dione 
• 27111-62-2 9-Brom-2,3-dimethyl-anthracen 

Relevant articles and documents

Synthesis of annulated arenes and heteroarenes by hydriodic acid and red phosphorus mediated reductive cyclization of 2-(Hetero)aroylbenzoic acids or 3-(Hetero)arylphthalides

Annulated arenes and hetarenes were prepared in good to very good yields by hydriodic acid/red phosphorus mediated reductive cyclization of 3-(hetero)aryl phthalides. The reductive cyclization also proceeded successfully with 2-aroylbenzoic acids and 2-aroylnaphthoic acids.

Synthesis of tetrafunctionalized pentiptycenequinones for construction of cyclic dimers with a cylindrical shape by boronate ester formation

Abstract New tetrasubstituted pentiptycenequinone derivatives 1 and 2 having two sets of diol moieties in a syn orientation were synthesized from the corresponding 2,3-disubstituted anthracene derivatives. The semicircular scaffold of these molecules is expected to be useful to create a belt-like structure having an aromatic π-wall. Indeed, the reaction of 1 with 1,4-phenylenediboronic acid or 4,4′-biphenyldiboronic acid quantitatively gave a 2:2 macrocyclic product via boronate ester formation. The efficient formation of these cyclic structures can be explained by favorable intramolecular cyclization at the final step.

Nitrous oxide oxidation catalyzed by ruthenium porphyrin complex

Dinitrogen oxide was employed as a clean oxidant for various oxidations in the presence of a catalytic amount of dioxoruthenium tetramesitylporphyrin complex (Ru(tmp)(O)2). A variety of olefins, secondary alcohols, and benzyl alcohols were smoothly oxidized to the corresponding epoxides, ketones, and aldehydes in high yields. In the oxidation of 9,10-dihydroanthracene derivatives, the competitive reactions affording anthraquinones and anthracenes could be regulated by the reaction conditions. At a high temperature (200°C), anthraquinones were selectively produced, while the anthracenes were selectively produced by the addition of sulfuric acid.