Description

5-Chloro-2-iodopyridine (CAS No. 244221-57-6) is a high-purity halogenated pyridine derivative extensively utilized in pharmaceutical and agrochemical research. With the molecular formula C₅H₃ClIN, this compound serves as a versatile building block for Suzuki, Stille, and other cross-coupling reactions, enabling the synthesis of complex heterocyclic scaffolds. Its unique reactivity profile makes it indispensable for medicinal chemists developing novel drug candidates, particularly in kinase inhibitor and antiviral research. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC) and is supplied in sealed, light-resistant packaging to maintain stability. Technical specifications include: molecular weight 239.44 g/mol, melting point 60-62°C, and storage recommendations of 2-8°C under inert atmosphere. Available in quantities from 1g to 1kg with custom synthesis options.

Properties

• CAS Number: 244221-57-6
• Complexity: 78.8
• IUPAC Name: 5-chloro-2-iodo-pyridine
• InChI: InChI=1S/C5H3ClIN/c6-4-1-2-5(7)8-3-4/h1-3H
• InChI Key: CXWLXKZIXLOBCC-UHFFFAOYSA-N
• Exact Mass: 238.89987
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.44
• SMILES: C1=CC(=NC=C1Cl)I
• Topological: 12.9
• Monoisotopic Mass: 238.89987
• Synonyms: 5-Chloro-2-iodopyridine, 244221-57-6, DTXSID30455867, DTXCID20406686, 640-622-5, 2-IODO-5-CHLOROPYRIDINE, 5-chloro-2-iodo-pyridine, MFCD07368864, Pyridine, 5-chloro-2-iodo-, SCHEMBL733833, CXWLXKZIXLOBCC-UHFFFAOYSA-N, BCP11362, BBL103973, SBB054334, STL557783, AKOS005255329, AB32114, AC-1760, CS-W019023, PS-5575, SY009070, DB-007012, EN300-135616

5-Chloro-2-iodopyridine is primarily employed as a key intermediate in palladium-catalyzed cross-coupling reactions for constructing biaryl systems in drug discovery. Its electron-deficient pyridine ring facilitates nucleophilic aromatic substitution (S_NAr) reactions at the 2-position, while the iodo group participates in metal-catalyzed transformations. Researchers utilize this compound in the development of PET radioligands due to the isotopic exchangeability of iodine. The chloro substituent allows further functionalization via Buchwald-Hartwig amination or halogen-metal exchange protocols.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (66.7%)
• Eye Irrit. 2A (66.7%)
• STOT SE 3 (66.7%)

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