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Best Quality 9-Anthraceneboronic Acid丨CAS 100622-34-2
9-Anthraceneboronic acid (CAS 100622-34-2) is a polycyclic aromatic organoboron compound featuring a boronic acid group attached to the 9-position of an anthracene framework. Its extended conjugated aromatic structure provides distinctive optical and electronic characteristics, while the boronic acid functionality enables carbon–carbon bond formation through suitable cross-coupling reactions. This combination makes it a valuable building block for organic electronic materials, pharmaceutical intermediates, fluorescent molecules, and advanced specialty organic synthesis.
Chemical Identifiers
| InChI |
1S/C14H11BO2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9,16-17H |
| InChI Key | VHHDLIWHHXBLBK-UHFFFAOYSA-N |
| Smiles | OB(C1=C2C=CC=CC2=CC3=CC=CC=C13)O |
| EC No. | 626-419-4 |
| MDL No. | MFCD03425925 |
| PubChem CID | 15510213 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
9-Anthraceneboronic acid serves as an aromatic coupling partner in Suzuki–Miyaura cross-coupling reactions. Under suitable palladium-catalyzed conditions, it can react with compatible aryl or heteroaryl halides to form new carbon–carbon bonds. This enables the introduction of an anthracenyl group into complex molecular structures, supporting the synthesis of extended conjugated compounds and functionalized polycyclic aromatic systems.
Applications in OLED and Organic Electronic Materials
Anthracene is an important conjugated framework investigated in organic light-emitting diode (OLED) materials and other organic electronic applications. 9-Anthraceneboronic acid provides a useful intermediate for preparing substituted anthracene derivatives and extended aromatic structures through cross-coupling chemistry. These derivatives can be explored as components of fluorescent materials, charge-transport systems, and organic semiconductor research, depending on their molecular architecture.
Applications in Fluorescent and Photoluminescent Materials
The anthracene core is known for its characteristic fluorescence and strong conjugation. By introducing different aromatic or heteroaromatic substituents through cross-coupling reactions, researchers can modify the photophysical properties of anthracene-based molecules. 9-Anthraceneboronic acid therefore serves as a useful building block for developing fluorescent probes, luminescent compounds, and materials used in optical research.
Applications in Pharmaceutical Intermediate Synthesis
9-Anthraceneboronic acid can be used to construct anthracene-containing intermediates for specialized pharmaceutical and bioactive compound research. Its boronic acid functionality provides a practical route for connecting the anthracene framework with other aromatic or heteroaromatic structures. The resulting compounds can be further modified to investigate their molecular properties and potential biological applications.
