Description

2-Chloro-6-methoxypyridine (CAS No. 17228-64-7) is a high-purity heterocyclic organic compound with the molecular formula C₆H₆ClNO. This versatile chemical building block features a chloro-substituted pyridine ring with a methoxy group at the 6-position, offering unique reactivity for nucleophilic aromatic substitution and metal-catalyzed coupling reactions. Our product is rigorously tested to meet the highest standards (>98% purity by HPLC), ensuring consistency for pharmaceutical intermediates, agrochemical synthesis, and ligand preparation. Supplied as a clear to pale yellow liquid or low-melting solid with a characteristic pyridine odor. Packaged under inert gas in amber glass bottles to ensure stability. Technical data includes:

• Molecular Weight: 143.57 g/mol
• Boiling Point: ~220°C
• Density: 1.21 g/cm³
• Refractive Index: n_D²⁰ 1.530-1.534

Suitable for use under anhydrous conditions. Store at 2-8°C with desiccant.

Properties

• CAS Number: 17228-64-7
• Complexity: 89.1
• IUPAC Name: 2-chloro-6-methoxy-pyridine
• InChI: InChI=1S/C6H6ClNO/c1-9-6-4-2-3-5(7)8-6/h2-4H,1H3
• InChI Key: VAVGOGHLNAJECD-UHFFFAOYSA-N
• Exact Mass: 143.0137915
• Molecular Formula: C6H6ClNO
• Molecular Weight: 143.57
• SMILES: COC1=NC(=CC=C1)Cl
• Topological: 22.1
• Monoisotopic Mass: 143.0137915
• Synonyms: 2-Chloro-6-methoxypyridine, 17228-64-7, Pyridine, 2-chloro-6-methoxy-, 6-Chloro-2-methoxypyridine, EINECS 241-264-9, 2-Methoxy-6-chloropyridine, DTXSID00169247, PYRIDINE,2-CHLORO,6-METHOXY, DTXCID4091738, 241-264-9, inchi=1/c6h6clno/c1-9-6-4-2-3-5(7)8-6/h2-4h,1h, vavgoghlnajecd-uhfffaoysa-n, MFCD00006265, 2-chloro-6-methoxy-pyridine, 6-methoxy-2-chloropyridine, SCHEMBL336762, SCHEMBL491297, SCHEMBL932747, SCHEMBL1464459, 2-chloro-6-(methyloxy)pyridine, SCHEMBL17764765, 2-Chloro-6-methoxypyridine, 98%, STR05029, CL0089, AKOS005255626, AB00671, AC-5125, CS-W001995, FC02029, HY-W001995, PS-4836, SY015984, DB-014084, NS00025651, ST51029064, EN300-71351, Q63395361

Application

2-Chloro-6-methoxypyridine serves as a key intermediate in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions for pharmaceutical API synthesis. The compound’s orthogonal reactivity enables selective functionalization at either the 2-chloro or 6-methoxy positions. Researchers utilize it in the development of kinase inhibitors, antimicrobial agents, and liquid crystal materials. Its electron-deficient pyridine core makes it valuable for constructing bidentate ligands in transition metal catalysis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.7%): 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 (97.8%)
• STOT SE 3 (95.7%)

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