Description

2-Chloro-3-chloromethyl-pyridine (CAS No. 89581-84-0) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₅Cl₂N. This versatile intermediate is characterized by its reactive chloromethyl and chloro substituents on the pyridine ring, making it a valuable building block for pharmaceutical, agrochemical, and specialty chemical synthesis. The compound is supplied as a clear to pale-yellow liquid with a purity of ≥98% (GC), ensuring consistent performance in demanding applications. Proper storage under inert conditions (2-8°C) is recommended to maintain stability. Strict handling protocols are advised due to its lachrymatory and moisture-sensitive nature. Available in research (5g, 25g) and bulk quantities (1kg, 5kg) with customizable packaging options.

Properties

• CAS Number: 89581-84-0
• Complexity: 87.1
• IUPAC Name: 2-chloro-3-(chloromethyl)pyridine
• InChI: InChI=1S/C6H5Cl2N/c7-4-5-2-1-3-9-6(5)8/h1-3H,4H2
• InChI Key: QWIIJVGEBIQHSW-UHFFFAOYSA-N
• Exact Mass: 160.9799046
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.01
• SMILES: C1=CC(=C(N=C1)Cl)CCl
• Topological: 12.9
• Monoisotopic Mass: 160.9799046
• Synonyms: 2-CHLORO-3-CHLOROMETHYL-PYRIDINE, 677-282-2, 2-chloro-3-(chloromethyl)pyridine, 89581-84-0, 2-Chloro-3-chloromethylpyridine, Pyridine, 2-chloro-3-(chloromethyl)-, MFCD09835107, SCHEMBL669824, 277P6B9NBT, DTXSID80468063, QWIIJVGEBIQHSW-UHFFFAOYSA-N, PDA58184, 2-chloro-3-(chloromethyl)-pyridine, (2-chloro-3-pyridyl)methyl chloride, SBB087554, AKOS006230704, CS-W016128, PB14751, 2-Bromo-3-(chloromethyl)pyridine, 96%, 2-CHLORO-3-PYRIDYLMETHYL CHLORIDE, AS-18636, SY042081, DB-000459, EN300-63894

Application

This bifunctional pyridine derivative serves as a key intermediate in the synthesis of nicotinic acetylcholine receptor (nAChR) targeting compounds. It’s particularly valuable for constructing advanced heterocyclic scaffolds in neonicotinoid insecticide development. The reactive chloromethyl group enables facile functionalization through nucleophilic substitution reactions, while the 2-chloro position allows for subsequent cross-coupling transformations. Researchers utilize this compound in medicinal chemistry for the preparation of pyridine-containing drug candidates with potential CNS activity.

Safety and Hazards

GHS Hazard Statements

• H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (33.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (33.3%)

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