Description

3-Bromo-2-nitropyridine (CAS No. 54231-33-3) is a high-purity halogenated nitropyridine derivative with the molecular formula C₅H₃BrN₂O₂. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring both bromine and nitro functional groups on a pyridine ring, enables selective cross-coupling reactions and nucleophilic substitutions. Available in ≥98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Ideal for Suzuki-Miyaura couplings, SNAr reactions, and heterocyclic scaffold development. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 54231-33-3
• Complexity: 136
• IUPAC Name: 3-bromo-2-nitro-pyridine
• InChI: InChI=1S/C5H3BrN2O2/c6-4-2-1-3-7-5(4)8(9)10/h1-3H
• InChI Key: WFNISJZUJCKTLT-UHFFFAOYSA-N
• Exact Mass: 201.93779
• Molecular Formula: C5H3BrN2O2
• Molecular Weight: 202.99
• SMILES: C1=CC(=C(N=C1)[N+](=O)[O-])Br
• Topological: 58.7
• Monoisotopic Mass: 201.93779
• Synonyms: 3-Bromo-2-nitropyridine, 54231-33-3, DTXSID20344034, DTXCID40295110, 641-347-3, 2-nitro-3-bromopyridine, Pyridine, 3-bromo-2-nitro-, MFCD00955614, F1371-0193, 2 Nitro 3 Bromo Pyridine, 3-Bromo-2-nitropyridine #, SCHEMBL527201, SCHEMBL17915500, SMSSF-0040273, CL0160, SBB014415, STK786616, 3-Bromo-2-nitropyridine, AldrichCPR, AKOS002709927, AC-7733, CS-W002706, PS-4113, SY003008, DB-050579, ST4134143, B4690, A26105, EN300-128361, InChI=1/C5H3BrN2O2/c6-4-2-1-3-7-5(4)8(9)10/h1-3

Application

3-Bromo-2-nitropyridine serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and functional materials. It is widely used in palladium-catalyzed cross-coupling reactions to construct complex biaryl structures. Researchers employ this compound in the development of kinase inhibitors and other nitrogen-containing heterocycles. Its nitro group also facilitates further functionalization via reduction to amines or conversion to other derivatives.

Safety and Hazards

GHS Hazard Statements

• H301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302 (62.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H311 (25%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H312 (62.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H331 (25%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H335 (62.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (62.5%)
• Acute Tox. 4 (62.5%)
• Skin Irrit. 2 (75%)
• Eye Irrit. 2A (75%)
• STOT SE 3 (62.5%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.