10210-28-3

Usage

Uses

Used in Pharmaceutical and Organic Compounds Synthesis:
2,3-Anthracenedicarboxylic acid is utilized as a key building block for the synthesis of various pharmaceutical and organic compounds. Its unique structure and functional groups facilitate the creation of a wide array of molecules with potential therapeutic and chemical applications.
Used in Optical and Electronic Applications:
Leveraging its fluorescence properties, 2,3-Anthracenedicarboxylic acid is employed in optical and electronic applications. Its ability to emit light upon excitation makes it a valuable component in the development of advanced materials and devices within these fields.
Used in Organic Light-Emitting Diodes (OLEDs):
In the industry of organic light-emitting diodes, 2,3-Anthracenedicarboxylic acid is used as a component in the development of materials that enhance the performance and efficiency of OLEDs. Its incorporation can lead to improved light emission and device longevity.
Used in Solar Cell Materials:
2,3-Anthracenedicarboxylic acid also finds application in the realm of solar cell technology. It is studied for its potential to contribute to the development of materials that can increase the efficiency of solar cells by improving light absorption and charge transport properties.
Used in Research and Development:
Due to its diverse properties and potential applications, 2,3-Anthracenedicarboxylic acid is a subject of interest in research and development. Scientists and chemists explore its capabilities to innovate and create new materials, compounds, and technologies that can address various industrial and scientific challenges.

InChI:InChI=1/C16H10O4/c17-15(18)13-7-11-5-9-3-1-2-4-10(9)6-12(11)8-14(13)16(19)20/h1-8H,(H,17,18)(H,19,20)

Upstream product

• 6531-35-7 2,3-dimethylanthraquinone 
• 95-63-6 1,2,4-Trimethylbenzene 
• 27485-15-0 2,3-dicarboxyanthraquinone 
• 7664-41-7 ammonia 
• 135989-69-4 benzophenone-2,4,5-tricarboxylic acid 
• 52890-52-5 2,4,5-trimethylbenzophenone 

Relevant academic research and scientific papers

Synthesis of protected derivatives and short peptides of antAib, a novel Cα-tetrasubstituted α-amino acid of the Ac5c type possessing a fused anthracene fluorophore

The Nα-Boc and Nα-Fmoc protected derivatives of 2-amino-2,3-dihydro-1H-cyclopenta[b]anthracene-2-carboxylic acid (antAib), a novel fluorescent, achiral, α-amino acid, rigid analogue of the known 9-antAla and 2-antAla residues, and be

Rational design of fluorescein-based fluorescence probes. Mechanism-based design of a maximum fluorescence probe for singlet oxygen

Fluorescein is one of the best available fluorophores for biological applications, but the factors that control its fluorescence properties are not fully established. Thus, we initiated a study aimed at providing a strategy for rational design of functional fluorescence probes bearing fluorescein structure. We have synthesized various kinds of fluorescein derivatives and examined the relationship between their fluorescence properties and the highest occupied molecular orbital (HOMO) levels of their benzoic acid moieties obtained by semiempirical PM3 calculations. It was concluded that the fluorescence properties of fluorescein derivatives are controlled by a photoinduced electron transfer (PET) process from the benzoic acid moiety to the xanthene ring and that the threshold of fluorescence OFF/ON switching lies around -8.9 eV for the HOMO level of the benzoic acid moiety. This information provides the basis for a practical strategy for rational design of functional fluorescence probes to detect certain biomolecules. We used this approach to design and synthesize 9-[2-(3carboxy-9,10-dimethyl)anthryl]-6-hydroxy-3H-xanthen-3-one (DMAX) as a singlet oxygen probe and confirmed that it is the most sensitive probe currently known for 1O2. This novel fluorescence probe has a 9,10-dimethylanthracene moiety as an extremely fast chemical trap of 1O2. As was expected from PM3 calculations, DMAX scarcely fluoresces, while DMAX endoperoxide (DMAX-EP) is strongly fluorescent. Further, DMAX reacts with 1O2 more rapidly, and its sensitivity is 53-fold higher than that of 9-[2-(3-carboxy-9,10-diphenyl)anthryl]-6-hydroxy-3H-xanthen-3-ones (DPAXs), which are a series of fluorescence probes for singlet oxygen that we recently developed. DMAX should be useful as a fluorescence probe for detecting 1O2 in a variety of biological systems.

ANTHRACENE ANALOGS OF BENZOPORPHINES

Template condensation of anthracene-2,3-dicarboxylic acid and 4-tert-butylphthalic acid imides with sodium acetate in the presence of zinc acetate afforded zinc 2,3-anthracenotris(4-tert-butylbenzo)porphine, which after treatment with HCl in chloroform, formed the free porphyrin.The latter is the first representative of a tetrabenzoporphine anthracene analog.Pertubation of the tetrabenzoporphine molecule's symmetry in the metal complex during transition to the anthracene analog is manifested in the electronic absorption spectrum in organic solvents as a splittingof the long wave band Q; in the free porphyrin the splitting increases because of a further decrease in symmetry.