Description

4-Chloro-2-pyridinecarbonitrile (CAS No. 19235-89-3) is a high-purity organic compound with the molecular formula C₆H₃ClN₂. This versatile heterocyclic building block features a chloro substituent at the 4-position and a nitrile group at the 2-position of the pyridine ring, making it an essential intermediate in pharmaceutical, agrochemical, and material science research. With a molecular weight of 138.56 g/mol, it is supplied as a white to off-white crystalline powder with ≥97% purity (HPLC). Ideal for nucleophilic substitution reactions, cross-coupling reactions, and as a precursor for more complex nitrogen-containing heterocycles. Proper handling requires PPE due to potential irritant properties. Store in a cool, dry place away from incompatible substances.

Properties

• CAS Number: 19235-89-3
• Complexity: 137
• IUPAC Name: 4-chloropyridine-2-carbonitrile
• InChI: InChI=1S/C6H3ClN2/c7-5-1-2-9-6(3-5)4-8/h1-3H
• InChI Key: DYEZRXLVZMZHQT-UHFFFAOYSA-N
• Exact Mass: 137.9984758
• Molecular Formula: C6H3ClN2
• Molecular Weight: 138.55
• SMILES: C1=CN=C(C=C1Cl)C#N
• Topological: 36.7
• Monoisotopic Mass: 137.9984758
• Synonyms: 4-Chloro-2-cyanopyridine, 4-Chloro-2-pyridinecarbonitrile, 606-272-2, 19235-89-3, 4-chloropyridine-2-carbonitrile, 4-Chloropicolinonitrile, 4-Chloro-pyridine-2-carbonitrile, 2-Cyano-4-chloropyridine, 2-PYRIDINECARBONITRILE, 4-CHLORO-, MFCD06009833, 4-Chloro-2-cyano-pyridine, 2-cyano-4-pyridyl chloride, SCHEMBL546523, SCHEMBL4917154, 4-Chloro-2-pyridine carbonitrile, DTXSID60351222, 4-chloranylpyridine-2-carbonitrile, CL0191, SBB055696, AKOS000275944, 4-Chloro-2-pyridinecarbonitrile, 97%, AC-9431, AS-5572, CS-W008318, PB32398, NCGC00664390-01, SY002926, DB-023794, C2732, NS00121200, ST50208595, EN300-62218, A813559, F3099-7226, Z979444862, 2-Cyano-4-chloropyridine, 4-Chloro-2-cyanopyridine, 4-Chloropicolinonitrile

4-Chloro-2-pyridinecarbonitrile serves as a key synthetic intermediate in the preparation of active pharmaceutical ingredients (APIs), particularly for kinase inhibitors and antiviral agents. Its reactive chloro and cyano groups enable efficient derivatization through palladium-catalyzed coupling reactions. Researchers utilize this compound in medicinal chemistry for structure-activity relationship (SAR) studies and scaffold diversification. The pyridine core structure makes it valuable for developing ligands in catalysis and functional materials.

Safety and Hazards

GHS Hazard Statements

• H301 (94.4%): Toxic if swallowed [Danger Acute toxicity, oral]
• H318 (92.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P316, P305+P354+P338, P317, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (94.4%)
• Eye Dam. 1 (92.6%)

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