Description
6-Bromo-2-methyl-3-nitropyridine (CAS No. 22282-96-8) is a high-purity heterocyclic compound with the molecular formula C6H5BrN2O2. This fine chemical is an essential intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of complex nitrogen-containing scaffolds. With a bromo and nitro functional group substitution on the pyridine ring, it serves as a versatile building block for nucleophilic aromatic substitution (SNAr) and metal-catalyzed coupling reactions (e.g., Suzuki, Stille). Its structural features make it valuable for developing drug candidates, ligands, and specialty materials. Available at 97% purity, it is rigorously tested via GC/HPLC and NMR to ensure batch-to-batch consistency. Store under inert conditions (2-8°C) to maintain stability.
Properties
- CAS Number: 22282-96-8
- Complexity: 159
- IUPAC Name: 6-bromo-2-methyl-3-nitro-pyridine
- InChI: InChI=1S/C6H5BrN2O2/c1-4-5(9(10)11)2-3-6(7)8-4/h2-3H,1H3
- InChI Key: PCNVKBBKROTUNS-UHFFFAOYSA-N
- Exact Mass: 215.95344
- Molecular Formula: C6H5BrN2O2
- Molecular Weight: 217.02
- SMILES: CC1=C(C=CC(=N1)Br)[N+](=O)[O-]
- Topological: 58.7
- Monoisotopic Mass: 215.95344
- Synonyms: 22282-96-8, 6-bromo-2-methyl-3-nitropyridine, 2-Bromo-6-methyl-5-nitropyridine, DTXSID00646104, DTXCID80596855, 694-528-4, 2-Bromo-5-nitro-6-picoline, 2-bromo-5-nitro-6-methylpyridine, MFCD03095219, 6-bromo-3-nitro-2-picoline, SCHEMBL1128565, PCNVKBBKROTUNS-UHFFFAOYSA-N, BCP22124, CS-D0966, BBL100926, SBB054323, STL554720, AKOS005255975, AC-1167, PB33662, PS-6063, 6-Bromo-2-methyl-3-nitropyridine, 97%, SY017254, DB-003069, EN300-157751, 6-Bromo-2-methyl-3-nitropyridine;2-Bromo-6-methyl-5-nitropyridine
6-Bromo-2-methyl-3-nitropyridine is primarily used as a precursor in medicinal chemistry for constructing pyridine-based pharmacophores. It facilitates the synthesis of kinase inhibitors and antimicrobial agents via cross-coupling reactions. Researchers also employ it in material science to develop photoactive compounds. Its reactivity with amines and thiols enables derivatization for library synthesis in drug discovery.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (97.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Dam. 1 (97.7%)
- STOT SE 3 (100%)
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