138308-89-1

Basic information

• Product Name: ANTHRACENE-2,6-DICARBOXYLIC ACID
• Synonyms: ANTHRACENE-2,6-DICARBOXYLIC ACID;2,6-dicarboxyanthracene;anthracene-2,6-dicarboxylic acid(WX135276)
• CAS NO: 138308-89-1
• Molecular Formula: C₁₆H₁₀O₄
• Molecular Weight: 266.25
• Mol File: 138308-89-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 528.2±30.0 °C(Predicted)
• Appearance: /
• Density: 1.457±0.06 g/cm3(Predicted)
• PKA: 3.76±0.30(Predicted)
• CAS DataBase Reference: ANTHRACENE-2,6-DICARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: ANTHRACENE-2,6-DICARBOXYLIC ACID(138308-89-1)
• EPA Substance Registry System: ANTHRACENE-2,6-DICARBOXYLIC ACID(138308-89-1)

Safety Data

• Hazardous Substances Data: 138308-89-1(Hazardous Substances Data)

Usage

Description

ANTHRACENE-2,6-DICARBOXYLIC ACID is a chemical compound with the molecular formula C16H10O4, derived from anthracene, a polycyclic aromatic hydrocarbon. It is characterized by its unique structure and properties, making it a versatile compound for various applications.

Uses

Used in Chemical Industry:
ANTHRACENE-2,6-DICARBOXYLIC ACID is used as a raw material for the production of dyes, pigments, and pharmaceuticals. Its chemical properties allow for the synthesis of a wide range of compounds with different colors and functionalities.
Used in Organic Electronic Materials:
ANTHRACENE-2,6-DICARBOXYLIC ACID is used as a key component in the synthesis of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic solar cells. Its ability to form stable and efficient charge transport layers contributes to the performance of these devices.
Used in Analytical Chemistry:
ANTHRACENE-2,6-DICARBOXYLIC ACID is used as a fluorescent probe, allowing for the detection and quantification of various analytes. Its fluorescence properties make it a valuable tool in the study of molecular interactions and chemical reactions.
Used in Photoluminescent Materials:
ANTHRACENE-2,6-DICARBOXYLIC ACID is used as a component in some photoluminescent materials, which exhibit light emission upon exposure to ultraviolet or visible light. Its incorporation into these materials enhances their luminescent properties and potential applications in various fields.
Used in Optoelectronic Devices:
ANTHRACENE-2,6-DICARBOXYLIC ACID has potential applications in the development of new materials for optoelectronic devices, such as organic semiconductor technologies. Its unique properties and versatility make it a promising candidate for improving the performance and efficiency of these devices.

Upstream product

• 42946-19-0 anthraquinone-2,6-dicarboxylic acid 
• 3837-38-5 2,6-dimethylanthracene-9,10-dione 
• 106-42-3 para-xylene 
• 13152-96-0 (2,5-dimethylphenyl)(p-tolyl)methanone 
• 874-60-2 4-methyl-benzoyl chloride 
• 613-26-3 2,6-dimethylanthracene 
• 186971-82-4 9,10-dihydro-anthracene-2,6-dicarboxylic acid 
• 216107-60-7 dimethyl 9,10-dihydro-2,6-anthracenedicarboxylate 
• 131-14-6 2,6-diamino-9,10-anthraquinone 
• 633-70-5 2,6-dibromoanthraquinone 
• 52156-53-3 2,6-dicyano-9,10-anthraquinone 

Relevant articles and documents

Rigid Core Anthracene and Anthraquinone Linked Nitronyl and Iminoyl Nitroxide Biradicals

The first syntheses of bis(nitronyl nitroxide) and bis(iminoyl nitroxide) (diNN, diIN) biradicals linked through rigid acene core conjugating anthracene (A) and anthraquinone (AQ) units are reported. Computational modeling predicts weak intramolecular exchange in AQ-linked systems, but A-linked biradicals to have ground state multiplicities consistent with the Borden-Davidson disjointness model. Solution electron spin resonance spectra showed inter-radical exchange-coupled triplet states, except for 2,6-AQ biradicals showing isolated spin spectra. Crystallography of the A-linked biradicals shows a key role for inter-radical contacts for molecular packing. DiINs showed lower-dimensional dyad packing with disorder at the radical units: the conformationally more symmetrical diNNs gave staircase one-dimensional or brickwork two-dimensional lattices. Core anthracene unit stacking was only seen in two systems with bromine on the central anthracene ring: the (large) bromine occupies alternate side placement in dyad stacks for the diIN, chain stacks for the diNN. Magnetism of 2,7-A-linked systems showed predominant ferromagnetic intramolecular triplet-singlet splitting of 24-28 K for diNNs and 8 K for diINs, plus weak antiferromagnetic (AFM) interactions from intermolecular contacts. The 2,6-A-linked biradicals showed AFM exchange between spins. Both A and AQ cores offer possibilities for electronic material development, with a combination of multiple radical spins and π-electron-rich acene cores.

Design, synthesis and characterization of self-assembled As 2L3 and Sb2L3 cryptands

The syntheses and X-ray crystal structures of six new self-assembled supramolecular As and Sb-containing cryptands are described. Analysis in the context of previously reported As2L3 and Sb 2L3 cryptands reveals that small differences in ligand geometries result in significant differences in the helicity of the complexes and the stereochemistry of the metal coordination within the assembled complexes. Additionally, a new synthetic route is described which involves exposure of reactants to vacuum to help facilitate self-assembly.

Bimolecular formation of radicals by hydrogen transfer. 14: The uncatalyzed transfer hydrogenation of α-methylstyrene by 2,6-disubstituted 9,10-dihydroanthracenes

2,6-Dimethoxy- (4a), 2,6-bis(dimethylamino)- (4b), 2,6-dichloro- (4c) and 2,6-dimethoxycarbonyl-9,10-dihydroanthracene (4d) were prepared by conventional methods and used as hydrogen transfer donors to α-methylstyrene (5) between 290-350°C. The mechanism