Description
Fluoranthen-3-ylboronic acid (CAS No. 359012-63-8) is a high-purity boronic acid derivative with the molecular formula C16H11BO2. This compound features a fluoranthene core functionalized with a boronic acid group at the 3-position, making it a valuable building block for Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. Its extended aromatic system enhances conjugation, rendering it useful in materials science, particularly for organic electronics and optoelectronic applications. Suitable for researchers and industrial chemists, this product is rigorously tested for purity and stability, ensuring reliable performance in synthetic workflows. Available in scalable quantities with comprehensive analytical data (HPLC, NMR, MS).
Properties
- CAS Number: 359012-63-8
- Complexity: 346
- IUPAC Name: fluoranthen-3-ylboronic acid
- InChI: InChI=1S/C16H11BO2/c18-17(19)15-9-8-13-11-5-2-1-4-10(11)12-6-3-7-14(15)16(12)13/h1-9,18-19H
- InChI Key: LDPCTBXVSGTSNJ-UHFFFAOYSA-N
- Exact Mass: 246.0852098
- Molecular Formula: C16H11BO2
- Molecular Weight: 246.1
- SMILES: B(C1=C2C=CC=C3C2=C(C=C1)C4=CC=CC=C43)(O)O
- Topological: 40.5
- Monoisotopic Mass: 246.0852098
- Synonyms: Fluoranthen-3-ylboronic acid, 359012-63-8, DTXSID90630471, DTXCID00581223, FLUORANTHENE-3-BORONIC ACID, (fluoranthen-3-yl)boronic acid, MFCD16660041, Fluoranthene-3-boronicacid,95%, Fluoranthen-3-ylboronicacid, Fluoranthen-3-ylboronic acid;Boronic acid, B-3-fluoranthenyl-, Boronic acid, 3-fluoranthenyl-, 3-fluorantheneboronic acid, Fluoranthene-3-boronicacid, SCHEMBL324178, LDPCTBXVSGTSNJ-UHFFFAOYSA-N, AKOS016845799, AS-3133, CS-W010240, SB66517, SY256441, DB-243559, F16299, Fluoranthen-3-ylboronic acid;Boronic acid,B-3-luoranthenyl-, Fluoranthene-3-boronic acid pound Contains Varying Amounts Of Anhydride pound(c)
Application
Fluoranthen-3-ylboronic acid is primarily employed in Suzuki-Miyaura cross-coupling reactions to construct polycyclic aromatic hydrocarbons (PAHs) for organic semiconductors and fluorescent materials. Its rigid fluoranthene backbone contributes to high thermal stability in conjugated polymers and small-molecule OLEDs. Researchers also utilize it in supramolecular chemistry to design boronic acid-based sensors. The compound’s extended π-system facilitates studies in charge transport and photophysical properties.
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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