(5-Bromo-4-methylpyridin-2-yl)methanol: Properties & Lab Use
(5-Bromo-4-methylpyridin-2-yl)methanol: Properties & Lab Use
(5-Bromo-4-methylpyridin-2-yl)methanol is a halogenated pyridine-methanol building block widely used as a versatile synthetic intermediate in medicinal chemistry and heterocyclic compound synthesis.
- Chemical Name
- (5-Bromo-4-methylpyridin-2-yl)methanol
- SKU / Product Code
- M692685
- Molecular Formula
- C7H8BrNO
- Molecular Weight
- 202.05 g/mol
- Key Functional Groups
- Pyridine ring, C–Br bond, primary alcohol (–CH2OH), methyl substituent
- Primary Application
- Synthetic intermediate and building block in medicinal and heterocyclic chemistry
What Is (5-Bromo-4-methylpyridin-2-yl)methanol?
(5-Bromo-4-methylpyridin-2-yl)methanol (CAS not confirmed in source material; see review flags) is a brominated pyridine derivative bearing a primary hydroxymethyl group at the 2-position and a methyl group at the 4-position of the pyridine ring, with a bromine atom at the 5-position. Its molecular formula is C7H8BrNO and its molecular weight is approximately 202.05 g/mol.
The compound belongs to the class of halogenated heteroaromatic alcohols, making it a multifunctional scaffold: the C–Br bond is amenable to palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Miyaura, Negishi), while the primary alcohol can be further functionalized via oxidation, esterification, or conversion to a leaving group. The methyl group at the 4-position provides additional steric and electronic tunability for structure–activity relationship studies.
How Should I Handle and Store This Compound?
As with all organobromine reagents and pyridine derivatives, standard laboratory precautions should be observed when handling (5-Bromo-4-methylpyridin-2-yl)methanol. Work should be performed in a well-ventilated fume hood, and appropriate personal protective equipment — including nitrile gloves, safety goggles, and a laboratory coat — should be worn at all times.
For storage, the compound should be kept in a tightly sealed container, away from light, moisture, and incompatible materials such as strong oxidizers and strong bases. Storage at a cool, dry location (typically 2–8 °C or room temperature under inert atmosphere, as specified on the product label and Safety Data Sheet) is recommended to maintain chemical stability and purity over time. Always consult the current SDS supplied by Aladdin Scientific for authoritative hazard and storage guidance specific to this lot.
What Reactions and Applications Is This Compound Suited For?
(5-Bromo-4-methylpyridin-2-yl)methanol is primarily valued as a bifunctional building block in organic synthesis. The aryl bromide moiety is highly reactive in transition-metal-catalyzed cross-coupling reactions, enabling the introduction of aryl, vinyl, alkyl, or heteroaryl groups at the 5-position to generate diversely substituted pyridine scaffolds relevant to drug discovery.
The hydroxymethyl group offers orthogonal reactivity: it can be oxidized to an aldehyde (for further condensation or reductive amination chemistry), converted to a halide or mesylate as a reactive electrophile, protected as an ether, or incorporated into prodrug or linker strategies. Together, these features make the compound a versatile precursor for libraries of biologically active pyridine-containing molecules, including potential kinase inhibitors, antimicrobials, and other pharmacologically relevant targets. Specific literature applications should be verified independently, as detailed references were not included in the source material.
How Do I Order (5-Bromo-4-methylpyridin-2-yl)methanol from Aladdin Scientific?
This compound is available from Aladdin Scientific under SKU M692685. To place an order, visit the Aladdin Scientific website and search by product name or SKU, or contact your regional Aladdin sales representative or distributor. Bulk quantities, custom packaging, or specific purity grades may be available upon request — please inquire with the sales team for a quotation.
For procurement teams, Aladdin Scientific supports multiple ordering channels including online checkout, purchase order submission, and institution-level account management. Information on current pricing, available pack sizes, and lead times can be found on the product page for M692685 or by contacting customer service directly.
Purity, Quality, and Regulatory Considerations
Aladdin Scientific provides research-grade reagents with lot-specific quality data. The purity specification and analytical data (e.g., HPLC, NMR, MS) for (5-Bromo-4-methylpyridin-2-yl)methanol (M692685) are available on the product certificate of analysis (CoA), which can be requested from Aladdin Scientific customer service by providing the lot number.
This compound is intended for research and development use only and is not suitable for use in clinical, diagnostic, food, or drug manufacturing applications unless explicitly certified for such purposes. Researchers should consult applicable local regulations regarding the import, storage, and use of brominated organic compounds. Waste disposal must be carried out in accordance with local environmental regulations and institutional policies.
Frequently asked questions
What is the molecular formula and molecular weight of (5-Bromo-4-methylpyridin-2-yl)methanol?
The molecular formula of (5-Bromo-4-methylpyridin-2-yl)methanol is C7H8BrNO and its molecular weight is approximately 202.05 g/mol. These values are consistent with a pyridine ring bearing a hydroxymethyl group, a methyl substituent, and one bromine atom.
Can (5-Bromo-4-methylpyridin-2-yl)methanol be used in palladium-catalyzed cross-coupling reactions?
Yes. The aryl C–Br bond at the 5-position of the pyridine ring makes this compound a suitable substrate for palladium-catalyzed cross-coupling reactions such as Suzuki–Miyaura, Negishi, and related transformations. The hydroxymethyl group remains available for independent functionalization, providing synthetic versatility. Researchers should optimize reaction conditions (catalyst loading, base, solvent, temperature) for their specific transformation.
What is the recommended storage condition for M692685?
(5-Bromo-4-methylpyridin-2-yl)methanol should be stored in a tightly sealed container in a cool, dry place, protected from light and moisture. Specific temperature recommendations (e.g., 2–8 °C or room temperature under inert atmosphere) are provided on the product label and the current Safety Data Sheet supplied by Aladdin Scientific. Always refer to the CoA and SDS for the most accurate lot-specific guidance.
How do I obtain a Certificate of Analysis (CoA) for this product?
You can request the Certificate of Analysis for (5-Bromo-4-methylpyridin-2-yl)methanol (M692685) by contacting Aladdin Scientific customer service and providing your lot number. The CoA includes lot-specific purity data and analytical test results such as HPLC and spectroscopic confirmation.
Is (5-Bromo-4-methylpyridin-2-yl)methanol available in bulk quantities?
Bulk quantities and custom packaging options may be available for M692685. Please contact the Aladdin Scientific sales team directly to discuss your requirements, obtain a quotation, and confirm lead times for larger orders.
References
- Aladdin Scientific product page for (5-Bromo-4-methylpyridin-2-yl)methanol, SKU M692685.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley. (General reference for cross-coupling reactions of aryl halides.)
- Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chemical Reviews, 1995, 95(7), 2457–2483. doi:10.1021/cr00039a007
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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