Description
2,5-Dibromo-3-methylpyridine (CAS No. 3430-18-0) is a high-purity brominated pyridine derivative with the molecular formula C6H5Br2N. This compound is a versatile building block in pharmaceutical, agrochemical, and material science research, offering excellent reactivity for cross-coupling reactions, nucleophilic substitutions, and other functionalizations. With a purity of 98%, it is supplied as a white to off-white crystalline powder, ensuring consistency in synthetic applications. Its unique bromine substitution pattern makes it ideal for constructing complex heterocyclic frameworks. Proper storage in a cool, dry place under inert atmosphere is recommended to maintain stability.
Properties
- CAS Number: 3430-18-0
- Complexity: 97.1
- IUPAC Name: 2,5-dibromo-3-methyl-pyridine
- InChI: InChI=1S/C6H5Br2N/c1-4-2-5(7)3-9-6(4)8/h2-3H,1H3
- InChI Key: LIMXEVCFAUTBCK-UHFFFAOYSA-N
- Exact Mass: 250.87682
- Molecular Formula: C6H5Br2N
- Molecular Weight: 250.92
- SMILES: CC1=CC(=CN=C1Br)Br
- Topological: 12.9
- Monoisotopic Mass: 248.87887
- Synonyms: 2,5-Dibromo-3-methylpyridine, 3430-18-0, DTXSID30355833, DTXCID00306892, 608-965-5, 2,5-Dibromo-3-picoline, MFCD02093085, 2,5-Dibromo-3-methylpyridine, 98%, PYRIDINE, 2,5-DIBROMO-3-METHYL-, 2,5-dibromo-3-methyl-pyridine, SCHEMBL390289, LIMXEVCFAUTBCK-UHFFFAOYSA-N, BCP22159, BBL101211, SBB003143, STL555007, AKOS002663794, AB10779, AC-6237, CS-W009012, FD40243, PS-7471, SY018252, DB-005867, D3455, NS00123153, ST50827196, EN300-98081, AC-907/30003010, Z1269220337
2,5-Dibromo-3-methylpyridine is widely used as a key intermediate in the synthesis of pharmaceuticals, ligands, and agrochemicals. It serves as a precursor for Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions to create functionalized pyridine derivatives. Researchers also employ it in the development of organic electronic materials and metal-organic frameworks (MOFs). Its reactivity enables modifications at both bromine positions for tailored molecular designs.
Safety and Hazards
GHS Hazard Statements
- H301 (39.8%): Toxic if swallowed [Danger Acute toxicity, oral]
- H315 (99%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (38.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H319 (60.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (59.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 3 (39.8%)
- Skin Irrit. 2 (99%)
- Eye Dam. 1 (38.8%)
- Eye Irrit. 2 (60.2%)
- STOT SE 3 (59.2%)
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