Chemical Identity and Properties

(2-Chloro-6-methoxypyridin-3-yl)methanol (CAS number should be confirmed with the certificate of analysis; SKU C190215) is a substituted pyridine derivative carrying three distinct functional handles on the aromatic ring: a primary benzylic alcohol at C-3, an aryl chloride at C-2, and a methoxy group at C-6. The molecular formula is C₇H₈ClNO₂, giving a calculated molecular weight of approximately 173.60 g/mol.

The compound belongs to the class of halogenated methoxypyridine alcohols widely employed as synthetic building blocks. The C-2 chloride is susceptible to nucleophilic aromatic substitution (SNAr) under appropriate conditions, while the primary alcohol can be oxidised, halogenated, or converted to an ester or ether. The methoxy group at C-6 further modulates the electron density of the ring, facilitating selective transformations. These orthogonal reactivities make the compound a highly flexible starting material or intermediate in multi-step synthesis.

Safe Handling and Storage Procedures

Personal Protective Equipment (PPE): Always wear appropriate PPE when handling (2-Chloro-6-methoxypyridin-3-yl)methanol. This includes chemical-resistant gloves (nitrile or equivalent), laboratory coat, and safety spectacles or goggles. Where dust or aerosol generation is possible, use a half-face respirator fitted with an appropriate organic vapour/particulate combination cartridge and work inside a fume hood.

Storage: Store the material in a tightly sealed container in a cool (ideally 2–8 °C or as specified on the product label), dry, and well-ventilated area. Protect from moisture and direct light. Keep away from strong oxidising agents, strong bases, and reactive halides. Verify specific storage conditions on the Aladdin Scientific product page or certificate of analysis (CoA) for lot-specific guidance.

Spill and Waste Management: In the event of a spill, contain the material with inert absorbent (vermiculite or dry sand), collect into a labelled waste container, and dispose of according to local environmental regulations. Do not allow the material to enter drains or waterways. Wash contaminated surfaces with water and appropriate detergent after collection.

Synthetic Applications and Reaction Guidelines

(2-Chloro-6-methoxypyridin-3-yl)methanol serves as a versatile intermediate in medicinal chemistry programs, particularly in the construction of drug-like heterocyclic scaffolds. The three functional groups enable a range of transformations:

• Nucleophilic Aromatic Substitution (SNAr) at C-2: The electron-withdrawing ring nitrogen activates the C-2 chloride toward displacement by amines, alkoxides, or thiolates. Reactions are typically conducted in polar aprotic solvents (DMF, NMP, DMSO) at elevated temperatures (60–120 °C), often in the presence of a base such as K₂CO₃ or Cs₂CO₃. Confirm specific conditions in the primary literature before use.
• Transition-Metal-Catalysed Cross-Coupling: The C-2 aryl chloride is a viable electrophile for Pd-catalysed reactions (Suzuki–Miyaura, Buchwald–Hartwig, etc.) using appropriate ligand systems. The alcohol may require temporary protection as an ester or silyl ether to avoid interference.
• Alcohol Transformations: The primary –CH₂OH can be oxidised to the aldehyde or carboxylic acid, halogenated to the benzyl halide, or converted to a mesylate/tosylate for further nucleophilic substitution.

Always conduct a literature or patent search to identify precedented conditions before committing material to a reaction. Verify compatibility with other reagents by consulting SDS documentation.

Quality Assurance and Ordering Information

Purity and Specification: Each lot of (2-Chloro-6-methoxypyridin-3-yl)methanol (SKU C190215) supplied by Aladdin Scientific is accompanied by a Certificate of Analysis (CoA) detailing purity (typically assessed by HPLC or GC), appearance, and lot-specific analytical data. Researchers should request and review the CoA upon receipt to confirm that the material meets the requirements of their application.

Ordering: The compound is available through the Aladdin Scientific website under SKU C190215. Contact the Aladdin Scientific sales or technical support team for information on pack sizes, pricing, bulk quantities, or custom synthesis inquiries. Lead times may vary depending on stock availability.

Returns and Quality Complaints: If the received material does not conform to the stated specification, contact Aladdin Scientific customer service within the period specified in the returns policy, providing the lot number, CoA reference, and a description of the non-conformance. Aladdin Scientific will review and, where appropriate, arrange replacement or credit according to its standard returns and refunds procedure.