Description
3-Bromo-2,6-dimethylpyridine (CAS No. 3430-31-7) is a high-purity halogenated pyridine derivative with the molecular formula C7H8BrN. This compound is a valuable building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features a bromine substituent at the 3-position and methyl groups at the 2- and 6-positions, offering unique reactivity for cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. Available in >98% purity (GC), this reagent is supplied in sealed packaging under inert conditions to ensure stability. Ideal for researchers developing novel heterocyclic compounds, ligands, or bioactive molecules. Store in a cool, dry place away from light and moisture.
Properties
- CAS Number: 3430-31-7
- Complexity: 94.9
- IUPAC Name: 3-bromo-2,6-dimethyl-pyridine
- InChI: InChI=1S/C7H8BrN/c1-5-3-4-7(8)6(2)9-5/h3-4H,1-2H3
- InChI Key: TUJVGHCSNXCAFE-UHFFFAOYSA-N
- Exact Mass: 184.98401
- Molecular Formula: C7H8BrN
- Molecular Weight: 186.05
- SMILES: CC1=NC(=C(C=C1)Br)C
- Topological: 12.9
- Monoisotopic Mass: 184.98401
- Synonyms: 3-Bromo-2,6-dimethylpyridine, 3430-31-7, DTXSID80345365, DTXCID70296438, 685-732-4, 2,6-Dimethyl-3-bromopyridine, 3-Bromo-2,6-dimethyl-pyridine, MFCD00235164, Pyridine, 3-bromo-2,6-dimethyl-, 3-BROMO-2,6-LUTIDINE, SCHEMBL312628, SCHEMBL578026, TUJVGHCSNXCAFE-UHFFFAOYSA-N, BBL102538, SBB090350, STL556341, 3-Bromo-2,6-dimethylpyridine, 97%, AKOS005255989, AB05311, AC-6260, CS-W002566, PS-5748, BP-10286, SY009345, DB-022309, EN300-101680, AC-907/34118035
Application
3-Bromo-2,6-dimethylpyridine serves as a key intermediate in the synthesis of complex pyridine-based scaffolds for drug discovery and material science. It is widely used in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to construct biaryl systems. The compound’s sterically hindered structure makes it valuable for designing catalysts and ligands in asymmetric synthesis. Researchers also utilize it to modify active pharmaceutical ingredients (APIs) and agrochemicals.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (97.6%): 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, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Dam. 1 (97.6%)
- STOT SE 3 (100%)
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