Description

2-Bromo-5-methyl-3-nitropyridine (CAS No. 23056-46-4) is a high-purity heterocyclic organic compound with the molecular formula C₆H₅BrN₂O₂. This nitropyridine derivative is a versatile building block in pharmaceutical and agrochemical research, offering excellent reactivity for nucleophilic substitution and metal-catalyzed coupling reactions. Its bromo and nitro functional groups make it ideal for synthesizing complex molecules, such as active pharmaceutical ingredients (APIs) and specialty chemicals. Available in >98% purity (HPLC), this compound is supplied in rigorously tested batches to ensure consistency for demanding applications. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 23056-46-4
• Complexity: 159
• IUPAC Name: 2-bromo-5-methyl-3-nitro-pyridine
• InChI: InChI=1S/C6H5BrN2O2/c1-4-2-5(9(10)11)6(7)8-3-4/h2-3H,1H3
• InChI Key: AESPBTFGZRRYRJ-UHFFFAOYSA-N
• Exact Mass: 215.95344
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.02
• SMILES: CC1=CC(=C(N=C1)Br)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 215.95344
• Synonyms: 2-BROMO-5-METHYL-3-NITROPYRIDINE, 23056-46-4, DTXSID60494244, DTXCID60445054, 963-203-1, 2-Bromo-3-nitro-5-picoline, Pyridine, 2-bromo-5-methyl-3-nitro-, 2-BROMO-3-NITRO-5-METHYL PYRIDINE, MFCD08703667, 2-bromo-5-methyl-3-nitro-pyridine, SCHEMBL126405, AESPBTFGZRRYRJ-UHFFFAOYSA-N, BCP22180, SBB065517, AKOS015152383, AS-5501, CS-W003553, AC-25165, SY015234, EN300-176574, 2-Bromo-3-nitro-5-picoline (2-Bromo-5-methyl-3-nitropyridine)

Application

2-Bromo-5-methyl-3-nitropyridine is widely used as a key intermediate in medicinal chemistry for the development of kinase inhibitors and other bioactive molecules. Its reactive bromo and nitro groups facilitate Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions. Researchers also employ it in the synthesis of pyridine-based ligands for catalysis and materials science. Suitable for small-scale lab use and industrial-scale applications requiring precise functionalization.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning 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+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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