Description

5-Cyanopyridine-3-boronic acid (CAS No. 497147-93-0) is a high-purity boronic acid derivative with the molecular formula C₆H₅BN₂O₂. This compound, also known by its IUPAC name (5-cyanopyridin-3-yl)boronic acid, is a versatile building block in organic synthesis and pharmaceutical research. Its unique structure, featuring both a cyano group and a boronic acid moiety, makes it invaluable for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex heterocyclic systems. Suitable for researchers and scientists, our product is rigorously tested for quality, ensuring optimal performance in catalytic applications. Available in various quantities, it is ideal for drug discovery, material science, and agrochemical development.

Properties

• CAS Number: 497147-93-0
• Complexity: 177
• IUPAC Name: (5-cyano-3-pyridyl)boronic acid
• InChI: InChI=1S/C6H5BN2O2/c8-2-5-1-6(7(10)11)4-9-3-5/h1,3-4,10-11H
• InChI Key: CYEXXDYQJPRMIQ-UHFFFAOYSA-N
• Exact Mass: 148.0444076
• Molecular Formula: C6H5BN2O2
• Molecular Weight: 147.93
• SMILES: B(C1=CC(=CN=C1)C#N)(O)O
• Topological: 77.1
• Monoisotopic Mass: 148.0444076
• Synonyms: 5-Cyanopyridine-3-boronic acid, 689-302-7, 497147-93-0, 5-Cyano-3-pyridinylboronic acid, 5-CYANO-3-PYRIDINYL BORONIC ACID, (5-cyanopyridin-3-yl)boronic acid, MFCD07374882, 5-cyanopyridin-3-ylboronic acid, C6H5BN2O2, 5-Cyano-3-pyridinylboronicacid, BORONIC ACID, (5-CYANO-3-PYRIDINYL)-, Boronic acid,B-(5-cyano-3-pyridinyl)-, SCHEMBL248711, DTXSID40663739, CYEXXDYQJPRMIQ-UHFFFAOYSA-N, 5-Cyanopyridin-3-yl-3-boronic acid, AKOS006282325, AB40633, AC-6992, CS-W003400, GS-5820, SY012045, DB-007035, 5-cyano-3-pyridinyl boronic acid, AldrichCPR, EN300-192766, BORONIC ACID, B-(5-CYANO-3-PYRIDINYL)-

Application

5-Cyanopyridine-3-boronic acid is widely used in pharmaceutical research as a key intermediate in the synthesis of bioactive molecules and drug candidates. Its boronic acid group facilitates Suzuki-Miyaura cross-coupling reactions, enabling the construction of biaryl and heteroaryl structures. Additionally, it serves as a precursor in the development of functional materials, such as organic semiconductors and metal-organic frameworks (MOFs). Researchers also utilize it in agrochemical studies for designing novel pesticides and herbicides. Its stability and reactivity make it a preferred choice for high-value synthetic applications.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (97.6%): Causes serious eye damage [Danger 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+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Dam. 1 (97.6%)
• STOT SE 3 (100%)

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