What Is 2-(6-Bromopyridin-2-yl)propan-2-ol and What Are Its Key Structural Features?

2-(6-Bromopyridin-2-yl)propan-2-ol (SKU: B589762) is an organobromine compound featuring a 2,6-disubstituted pyridine ring. The pyridine ring carries a bromine atom at the 6-position and a tertiary carbinol group — specifically a dimethylcarbinol (propan-2-ol) moiety — at the 2-position. Its molecular formula is C₈H₁₀BrNO and its molecular weight is approximately 216.08 g/mol.

The combination of an aryl bromide and a tertiary alcohol on the same pyridine scaffold makes this compound a bifunctional building block. The aryl C–Br bond is reactive toward transition-metal-catalyzed cross-coupling reactions (e.g., Suzuki–Miyaura, Negishi, Buchwald–Hartwig), while the tertiary hydroxyl group can participate in further functionalization or serve as a directing/coordinating group in ligand design.

What Are the Main Synthetic and Research Applications?

This compound is primarily used as a synthetic intermediate in organic and medicinal chemistry. Key applications include:

• Cross-coupling reactions: The aryl bromide moiety undergoes palladium- or nickel-catalyzed coupling reactions, enabling introduction of aryl, vinyl, alkyl, or heteroaryl groups at the 6-position of the pyridine ring.
• Ligand synthesis: The pyridine nitrogen combined with the proximal hydroxyl group makes this scaffold attractive for constructing bidentate or polydentate ligands used in coordination chemistry and catalysis.
• Medicinal chemistry: Bromopyridine alcohols serve as key precursors for the preparation of pharmacologically active compounds, including kinase inhibitors and other nitrogen-containing heterocyclic drug candidates.
• Protecting-group strategies: The tertiary alcohol can be protected or converted to other functional groups (e.g., ethers, halides) to enable selective transformations in multi-step synthesis.

How Should 2-(6-Bromopyridin-2-yl)propan-2-ol Be Handled and Stored?

As with most organobromine and pyridine-containing compounds, appropriate safety measures should be observed when handling 2-(6-Bromopyridin-2-yl)propan-2-ol. Researchers should work in a well-ventilated fume hood, wear appropriate personal protective equipment (PPE) including gloves, lab coat, and eye protection, and follow institutional chemical hygiene plans.

Storage recommendations: Store the compound in a tightly sealed container in a cool, dry location away from direct light, heat sources, and moisture. Pyridine-based compounds and tertiary alcohols can be hygroscopic; keeping the container tightly closed under inert atmosphere (e.g., argon or nitrogen) when not in use is advisable to maintain purity. Always consult the Safety Data Sheet (SDS) provided with the product for full hazard information before use.

How Can I Verify Purity and Confirm the Identity of This Compound?

Identity and purity of 2-(6-Bromopyridin-2-yl)propan-2-ol can be confirmed using standard analytical techniques:

• NMR Spectroscopy: ¹H NMR and ¹³C NMR provide definitive structural confirmation. The tertiary methyl groups, the benzylic C–OH carbon, and the pyridine ring protons produce characteristic, well-resolved signals.
• Mass Spectrometry (MS): The molecular ion cluster showing the characteristic bromine isotope pattern (approximately 1:1 ratio for ⁷⁹Br and ⁸¹Br) at m/z consistent with C₈H₁₀BrNO confirms the molecular formula.
• HPLC: Reverse-phase HPLC with UV detection is used to assess chromatographic purity. Aladdin Scientific provides a Certificate of Analysis (CoA) with each lot, specifying purity data.
• IR Spectroscopy: A broad O–H stretch in the 3200–3550 cm^-1 region and C–Br stretching bands are diagnostic.

Always request the Certificate of Analysis (CoA) for the specific lot number when ordering to verify that the material meets your experimental requirements.

Ordering and Availability at Aladdin Scientific

2-(6-Bromopyridin-2-yl)propan-2-ol is available from Aladdin Scientific under SKU B589762. To place an order or request a quotation, visit the Aladdin Scientific website and search by SKU or product name. For bulk quantities, custom packaging, or expedited delivery inquiries, please contact our customer service team directly.

When ordering, customers are encouraged to specify the required quantity, purity grade, and any special handling or packaging needs. All products are shipped in compliance with applicable transport regulations for chemical reagents. Reward points, promotional pricing, and institutional account options may be available — consult the website or your Aladdin account representative for current offers.