Description

2-Chloro-4-methyl-5-nitropyridine (CAS No. 23056-33-9) is a high-purity nitropyridine derivative with the molecular formula C₆H₅ClN₂O₂, widely utilized in pharmaceutical and agrochemical research. This compound features a reactive chloro group at the 2-position and a nitro group at the 5-position, making it a versatile intermediate for nucleophilic substitution reactions and 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 use in Suzuki couplings, cross-coupling reactions, and as a precursor for fused pyridine scaffolds. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 23056-33-9
• Complexity: 159
• IUPAC Name: 2-chloro-4-methyl-5-nitro-pyridine
• InChI: InChI=1S/C6H5ClN2O2/c1-4-2-6(7)8-3-5(4)9(10)11/h2-3H,1H3
• InChI Key: HWZUMEVIIGNXGM-UHFFFAOYSA-N
• Exact Mass: 172.0039551
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.57
• SMILES: CC1=CC(=NC=C1[N+](=O)[O-])Cl
• Topological: 58.7
• Monoisotopic Mass: 172.0039551
• Synonyms: 2-Chloro-4-methyl-5-nitropyridine, 23056-33-9, DTXSID90323073, DTXCID90274192, 626-547-0, 2-Chloro-5-nitro-4-picoline, 2-Chloro-4-methyl-5-nitro-pyridine, Pyridine, 2-chloro-4-methyl-5-nitro-, MFCD00010688, 2-Chloro-4-Methyl-5-Nitro pyridine, 2-Chloro-5-nitro-4-methylpyridine, NSC402978, SCHEMBL381803, 2-Chloro-5-nitro-4-picoline (2-Chloro-4-methyl-5-nitropyridine), BCP22218, CS-D0901, STR08563, BBL101446, SBB063553, STL555242, AKOS005145586, AC-3178, NSC 402978, NSC-402978, PB27375, PS-4838, SB10577, 2-Chloro-4-methyl-5-nitropyridine, 97%, DB-006057, A4882, C2021, EN300-97887, F0001-2432, Z1255364706, InChI=1/C6H5ClN2O2/c1-4-2-6(7)8-3-5(4)9(10)11/h2-3H,1H

Application

2-Chloro-4-methyl-5-nitropyridine serves as a key building block in the synthesis of biologically active compounds, including potential drug candidates and crop protection agents. Its nitro and chloro substituents enable facile functionalization for the development of kinase inhibitors and antimicrobial derivatives. Researchers also employ it in material science for constructing nitrogen-rich heterocyclic frameworks.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.6%): 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 (100%)
• STOT SE 3 (97.6%)

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