Description
2,6-Dimethyl-3-nitropyridine (CAS No. 15513-52-7) is a high-purity nitropyridine derivative with the molecular formula C7H8N2O2. This compound is a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features a nitro group at the 3-position and methyl groups at the 2- and 6-positions of the pyridine ring, offering unique reactivity for nucleophilic substitution and reduction reactions. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure consistency for sensitive applications. Suitable for use in cross-coupling reactions, heterocyclic chemistry, and as a precursor for bioactive molecules. Store in a cool, dry place under inert conditions.
Properties
- CAS Number: 15513-52-7
- Complexity: 155
- IUPAC Name: 2,6-dimethyl-3-nitro-pyridine
- InChI: InChI=1S/C7H8N2O2/c1-5-3-4-7(9(10)11)6(2)8-5/h3-4H,1-2H3
- InChI Key: AETHUDGJSSKZKT-UHFFFAOYSA-N
- Exact Mass: 152.058577502
- Molecular Formula: C7H8N2O2
- Molecular Weight: 152.15
- SMILES: CC1=NC(=C(C=C1)[N+](=O)[O-])C
- Topological: 58.7
- Monoisotopic Mass: 152.058577502
- Synonyms: 2,6-Dimethyl-3-nitropyridine, 15513-52-7, EINECS 239-543-5, DTXSID10165816, NSC 88939, DTXCID8088307, 239-543-5, Pyridine, 2,6-dimethyl-3-nitro-, 3-Nitro-2,6-lutidine, 3-nitro-2,6-dimethylpyridine, 2,6-Dimethyl-3-nitroypyridine, 2,6-Dimethyl-3-nitro-pyridine, NSC88939, MFCD00023503, SCHEMBL1135629, 3-Nitro-2,6-lutidine, 97%, 2-methyl-5-nitro-6-methylpyridine, NSC-88939, SBB065626, STL280537, AKOS015842622, CS-W010953, PS-6214, DB-043255, N0997, NS00025039, AC-907/25004680
Application
2,6-Dimethyl-3-nitropyridine serves as a versatile building block in medicinal chemistry for the synthesis of nitrogen-containing heterocycles. It is employed in the development of pharmaceutical candidates, particularly for kinase inhibitors and antimicrobial agents. The nitro group facilitates further functionalization via reduction to amines or participation in cyclization reactions. Researchers also utilize it in material science for designing pyridine-based ligands and coordination complexes.
Safety and Hazards
GHS Hazard Statements
- H228 (100%): Flammable solid [Danger Flammable solids]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (97.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501
Hazard Classes and Categories
- Flam. Sol. 2 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (97.5%)
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