3-nitrodibenzo[b,d]furan
$300.00
CAS No.: 5410-97-9
Catalog No.: 196148
Purity: 95%
MF: C12H7NO3
MW: 213.192
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C=1C=CC2=C(OC3=C2C=CC=C3)C1
Catalog No.: 196148
Purity: 95%
MF: C12H7NO3
MW: 213.192
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C=1C=CC2=C(OC3=C2C=CC=C3)C1
3-nitrodibenzo[b,d]furan; CAS No.: 5410-97-9; 3-nitrodibenzo[b,d]furan. PROPERTIES: This yellowish crystalline powder has a molecular formula of C13H8N2O3 and a molecular weight of approximately 236.21 g/mol. It exhibits low water solubility but dissolves in DMSO and DMF. The compound is sensitive to reducing agents and should be stored in a tightly sealed container at 2-8 C. Thermogravimetric analysis shows decomposition starting at 200 C with potential formation of toxic nitrogen oxides. Safety guidelines recommend using chemical-resistant gloves, face shields, and working in a fume hood. In case of accidental ingestion, do not induce vomiting and seek immediate medical advice. Avoid release to the environment as nitro-containing compounds may affect aquatic organisms. APPLICATIONS: 3-nitrodibenzo[b,d]furan serves as a valuable intermediate in pharmaceutical synthesis and materials science. Its dibenzofuran core provides a rigid, planar aromatic system useful in photophysical applications. The nitro group enables reduction to amine derivatives for further functionalization. Research groups employ it in the development of kinase inhibitors for cancer treatment. Academic institutions utilize it in teaching nitro chemistry and redox reactions. Industrial applications include its use as a building block in agrochemical development for novel herbicide candidates and as a component of organic photovoltaic materials due to its strong electron-withdrawing properties. Recent publications in the Journal of Organic Chemistry highlight its role in domino reaction sequences for complex molecule synthesis. Additionally, it finds utility in chemical biology as a warhead for covalent inhibitors targeting protein kinases. The compound's photophysical properties make it suitable for fluorescence-based assays after appropriate derivatization. Its ability to form hydrogen bonds enhances its utility in crystallographic studies of protein-ligand complexes.
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