Description

6-Chloro-2-methyl-3-nitropyridine (CAS No. 22280-60-0) is a high-purity nitropyridine derivative with the molecular formula C₆H₅ClN₂O₂, widely utilized in pharmaceutical and agrochemical research. This compound features a chloro-substituted pyridine ring with methyl and nitro functional groups at the 2- and 3-positions, respectively, making it a versatile intermediate for heterocyclic synthesis. With a molecular weight of 172.57 g/mol, it is supplied as a crystalline solid with ≥98% purity (HPLC) and is rigorously tested for consistency. Ideal for nucleophilic substitution reactions, cross-coupling methodologies, and as a precursor for bioactive molecules. Packaged under inert gas to ensure stability and shipped with detailed analytical certificates (GC/MS, NMR).

Properties

• CAS Number: 22280-60-0
• Complexity: 159
• IUPAC Name: 6-chloro-2-methyl-3-nitro-pyridine
• InChI: InChI=1S/C6H5ClN2O2/c1-4-5(9(10)11)2-3-6(7)8-4/h2-3H,1H3
• InChI Key: GHSRMSJVYMITDX-UHFFFAOYSA-N
• Exact Mass: 172.0039551
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.57
• SMILES: CC1=C(C=CC(=N1)Cl)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 172.0039551
• Synonyms: 6-Chloro-2-methyl-3-nitropyridine, 22280-60-0, DTXSID50291446, DTXCID10242590, 640-315-6, 2-Chloro-5-nitro-6-methylpyridine, 2-Chloro-5-nitro-6-picoline, 6-Chloro-3-nitro-2-picoline, 6-Chloro-2-methyl-3-nitro-pyridine, MFCD00234160, 2-CHLORO-6-METHYL-5-NITROPYRIDINE, 6-chloro-3-nitro-2-methylpyridine, Pyridine, 6-chloro-2-methyl-3-nitro-, NSC75592, NCIOpen2_000630, SCHEMBL381701, 2-Chloro-5-nitro-6-picoline (2-Chloro-6-methyl-5-nitropyridine), BCP22214, CS-D0965, NSC 75592, NSC-75592, SBB003830, 6-Chloro-2-methyl-3-nitropyridine #, AKOS005256175, PB47353, PS-4909, HY-32800, SY009114, DB-006072, C2434, ST50307450, 6-Chloro-2-methyl-3-nitropyridine, AldrichCPR, EN300-107675, AC-907/25004504, AJ-333/25006008, Z1255360809

Application

6-Chloro-2-methyl-3-nitropyridine serves as a key building block in the synthesis of pharmaceuticals, particularly for antimalarial and antiviral agents. Its nitro group facilitates reduction to amines for further functionalization, while the chloro substituent enables palladium-catalyzed cross-coupling reactions. Researchers also employ it in agrochemical development for crop protection compounds. The compound’s reactivity is leveraged in material science for creating nitrogen-containing heterocycles.

Safety and Hazards

GHS Hazard Statements

• H301 (11.1%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302 (77.8%): Harmful if swallowed [Warning Acute toxicity, oral]
• H311 (11.1%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (88.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (88.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H331 (11.1%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (77.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (77.8%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (88.9%)
• Eye Irrit. 2A (88.9%)
• Acute Tox. 4 (33.3%)
• STOT SE 3 (77.8%)

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