Description
10-(1-Naphthyl)anthracene-9-boronic acid (CAS No. 400607-46-7) is a high-purity boronic acid derivative featuring a naphthyl-anthracene hybrid structure, with the molecular formula C24H17BO2. This compound is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stable boronic acid functional group and extended π-conjugated system. Its unique structure enhances electronic properties, making it suitable for applications in materials science, OLED development, and fluorescent probes. The product is rigorously tested for purity and consistency, ensuring optimal performance in research and industrial applications. Store in a cool, dry place, protected from light and moisture to maintain stability.
Properties
- CAS Number: 400607-46-7
- Complexity: 485
- IUPAC Name: [10-(1-naphthyl)-9-anthryl]boronic acid
- InChI: InChI=1S/C24H17BO2/c26-25(27)24-21-13-5-3-11-19(21)23(20-12-4-6-14-22(20)24)18-15-7-9-16-8-1-2-10-17(16)18/h1-15,26-27H
- InChI Key: ASQXKNXJNDLXQV-UHFFFAOYSA-N
- Exact Mass: 348.1321599
- Molecular Formula: C24H17BO2
- Molecular Weight: 348.2
- SMILES: B(C1=C2C=CC=CC2=C(C3=CC=CC=C13)C4=CC=CC5=CC=CC=C54)(O)O
- Topological: 40.5
- Monoisotopic Mass: 348.1321599
- Synonyms: 10-(1-Naphthyl)anthracene-9-boronic acid, 975-810-9, 400607-46-7, (10-(Naphthalen-1-yl)anthracen-9-yl)boronic acid, [10-(1-Naphthalenyl)-9-anthracenyl]boronic acid, [10-(naphthalen-1-yl)anthracen-9-yl]boronic acid, MFCD11977302, (10-naphthalen-1-ylanthracen-9-yl)boronic acid, Boronic acid, b-[10-(1-naphthalenyl)-9-anthracenyl]-, 10-(naphthalene-1-yl)-9-anthracene boronic acid, (10-(Naphthalen-1-yl)anthracen-9-yl)boronic acid;(10-(Naphthalen-1-yl)anthracen-9-yl)boronic acid, BAA1N, 10-(1-Naphthalenyl)-9-anthracenyl]boronic acid, 10-(naphthalene-1-yl)anthracene-9-ylboronic acid, SCHEMBL971636, DTXSID10630473, ASQXKNXJNDLXQV-UHFFFAOYSA-N, BCP06297, AKOS015901174, CS-W009819, SB66421, AS-55593, SY283430, (10-(Naphthalen-1-yl)anthracen-9-yl)boronicacid
Application
10-(1-Naphthyl)anthracene-9-boronic acid is widely used in organic synthesis as a key intermediate for Suzuki-Miyaura cross-coupling reactions to construct complex polyaromatic systems. Its extended conjugation makes it valuable in the development of organic electronic materials, including OLEDs and photovoltaic devices. Researchers also utilize this compound in the design of fluorescent sensors and probes due to its photostable anthracene core.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
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