Atomfair 2-Bromo-3-nitropyridine C5H3BrN2O2 CAS 19755-53-4

Description

2-Bromo-3-nitropyridine (CAS: 19755-53-4) is a high-purity halogenated nitropyridine derivative, widely utilized as a versatile intermediate in pharmaceutical synthesis, agrochemical development, and advanced material research. With the molecular formula C₅H₃BrN₂O₂, this compound features a bromo substituent at the 2-position and a nitro group at the 3-position of the pyridine ring, enabling selective functionalization for cross-coupling reactions (e.g., Suzuki, Stille) and nucleophilic substitutions. Our product is rigorously analyzed by GC/MS, HPLC, and ¹H/¹³C NMR to ensure ≥98% purity (by area normalization), with batch-specific certificates of analysis provided. Supplied in amber glass vials under inert atmosphere to prevent degradation, it is ideal for precision applications in medicinal chemistry (kinase inhibitor scaffolds), OLED materials (electron-transport layers), and ligand design for transition-metal catalysis. Store at 2-8°C in a desiccator to maintain stability.

Properties

• CAS Number: 19755-53-4
• Complexity: 136
• IUPAC Name: 2-bromo-3-nitro-pyridine
• InChI: InChI=1S/C5H3BrN2O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3H
• InChI Key: ZCCUFLITCDHRMG-UHFFFAOYSA-N
• Exact Mass: 201.93779
• Molecular Formula: C5H3BrN2O2
• Molecular Weight: 202.99
• SMILES: C1=CC(=C(N=C1)Br)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 201.93779
• Synonyms: 2-Bromo-3-nitropyridine, 19755-53-4, DTXSID20339263, DTXCID60290344, 625-152-0, Pyridine, 2-bromo-3-nitro-, 2-Bromo-3-nitro-pyridine, MFCD00955613, Pyridine, 2-bromonitro-, 2-Bromo-3-nitropyridine #, SCHEMBL653567, 2-Bromo-3-nitropyridine, 98%, BCP21921, RB1072, SBB065282, AKOS005175089, AC-7417, CS-W015483, DS-0844, FG-0482, PB12717, SY006161, DB-031045, B4193, ST50827211, EN300-103885, InChI=1/C5H3BrN2O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3

2-Bromo-3-nitropyridine serves as a key building block for synthesizing pyridine-based pharmacophores, particularly in oncology and CNS drug candidates. The bromo group facilitates Pd-catalyzed cross-coupling to introduce aryl/heteroaryl moieties, while the nitro group can be reduced to amines for further derivatization. Researchers employ it to develop novel kinase inhibitors via SNAr reactions at the 2-position. In materials science, it acts as a precursor for electron-deficient π-systems in organic semiconductors. Its reactivity profile also supports the preparation of bidentate ligands for asymmetric catalysis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.8%): 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+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.8%)

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