Description
2-Methoxy-5-nitropyridine (CAS No. 5446-92-4) is a high-purity nitropyridine derivative with the molecular formula C6H6N2O3, widely utilized in pharmaceutical, agrochemical, and materials science research. This compound features a methoxy group at the 2-position and a nitro group at the 5-position of the pyridine ring, offering unique reactivity for heterocyclic synthesis and functionalization. With a molecular weight of 154.12 g/mol, it is supplied as a crystalline solid with >98% purity (HPLC), ensuring consistency for sensitive applications. Ideal as a building block for drug discovery, ligand design, and organic electronics, this reagent is packaged under inert conditions to guarantee stability. Available in quantities from grams to kilograms, it includes comprehensive analytical data (GC/MS, NMR, FTIR) for quality assurance.
Properties
- CAS Number: 5446-92-4
- Complexity: 145
- IUPAC Name: 2-methoxy-5-nitro-pyridine
- InChI: InChI=1S/C6H6N2O3/c1-11-6-3-2-5(4-7-6)8(9)10/h2-4H,1H3
- InChI Key: WUPLOZFIOAEYMG-UHFFFAOYSA-N
- Exact Mass: 154.03784206
- Molecular Formula: C6H6N2O3
- Molecular Weight: 154.12
- SMILES: COC1=NC=C(C=C1)[N+](=O)[O-]
- Topological: 67.9
- Monoisotopic Mass: 154.03784206
- Synonyms: 2-Methoxy-5-nitropyridine, 5446-92-4, 6-methoxy-3-nitropyridine, EINECS 226-661-7, DTXSID80202868, NSC 5555, DTXCID10125359, 226-661-7, inchi=1/c6h6n2o3/c1-11-6-3-2-5(4-7-6)8(9)10/h2-4h,1h, Pyridine, 2-methoxy-5-nitro-, 2-methoxy-5-nitro-pyridine, MFCD00006263, 5-nitro-2-methoxypyridine, NSC5555, SCHEMBL513103, SCHEMBL1851173, SCHEMBL28662336, 2-Methoxy-5-nitropyridine, 97%, BCP23150, NSC-5555, SBB055689, AKOS015851995, AB00668, AC-4592, FM00145, AS-13219, SY005170, DB-009086, CS-0082347, M1304, NS00033092, ST50307967, EN300-104003, A830200, AP-123/40869702, F0001-1433
Application
2-Methoxy-5-nitropyridine serves as a versatile intermediate in the synthesis of bioactive molecules, particularly in developing kinase inhibitors and antimicrobial agents. Its electron-deficient pyridine core facilitates nucleophilic aromatic substitution reactions, making it valuable for constructing complex heterocycles. Researchers also employ it in material science for designing organic semiconductors due to its conjugated nitroaromatic system.
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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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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