Description

Quinoline-3-boronic Acid (CAS No. 191162-39-7) is a high-purity boronic acid derivative with the molecular formula C₉H₈BNO₂. This compound, also known as quinolin-3-ylboronic acid, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its quinoline backbone provides a rigid aromatic structure, making it valuable for constructing complex heterocyclic systems in pharmaceuticals, agrochemicals, and materials science. Our product is rigorously tested for purity (typically ≥95% by HPLC) and is supplied as a white to off-white crystalline powder. It is stable under inert conditions but should be stored in a cool, dry place to prevent degradation. Suitable for use in medicinal chemistry, catalysis, and polymer research, this reagent is packaged under nitrogen to ensure long-term stability.

Properties

• CAS Number: 191162-39-7
• Complexity: 177
• IUPAC Name: 3-quinolylboronic acid
• InChI: InChI=1S/C9H8BNO2/c12-10(13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6,12-13H
• InChI Key: YGDICLRMNDWZAK-UHFFFAOYSA-N
• Exact Mass: 173.0648087
• Molecular Formula: C9H8BNO2
• Molecular Weight: 172.98
• SMILES: B(C1=CC2=CC=CC=C2N=C1)(O)O
• Topological: 53.4
• Monoisotopic Mass: 173.0648087
• Synonyms: Quinoline-3-boronic Acid, 640-162-5, 3-quinolineboronic acid, 191162-39-7, Quinolin-3-ylboronic Acid, 3-quinolinylboronic acid, Boronic acid, B-3-quinolinyl-, (quinolin-3-yl)boronic acid, MFCD02183527, 3-quinolylboronic acid, Boronic acid, 3-quinolinyl-, 3-Quinoline boronic acid, quinolin-3-boronic acid, quinolin-3-yl-boronic acid, quinoline-3-yl boronic acid, SCHEMBL20226, CHEMBL3236629, YGDICLRMNDWZAK-UHFFFAOYSA-, DTXSID60370433, BCP21925, SBB052591, AKOS003237476, CS-W002923, GS-6504, PB21802, SB20064, 3-Quinolineboronic acid, technical grade, NCGC00663038-01, AC-27324, SY004117, DB-011647, Q0080, ST50405685, EN300-31679, F0001-2468, Z330820004, 3-Quinolineboronic acid(contains varying amounts of Anhydride), InChI=1/C9H8BNO2/c12-10(13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6,12-13H

Application

Quinoline-3-boronic Acid is widely used in palladium-catalyzed cross-coupling reactions to form biaryl or heteroaryl linkages, key steps in drug discovery. It serves as a precursor for fluorescent probes and metal-organic frameworks (MOFs) due to its conjugated quinoline core. Researchers also employ it in the synthesis of kinase inhibitors and other bioactive molecules targeting cancer and inflammation.

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 (98%): 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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (98%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.