Description

N-(3-Nitrophenyl)acrylamide (CAS No. 17090-15-2) is a high-purity nitro-substituted acrylamide derivative with the molecular formula C₉H₈N₂O₃. This compound, also known by its IUPAC name N-(3-nitrophenyl)prop-2-enamide, features an acrylamide group bonded to a meta-nitrophenyl ring, making it a valuable intermediate for organic synthesis and polymer chemistry. With a molecular weight of 192.17 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC) and is ideal for electrophilic reactions, photo-crosslinking applications, and as a monomer for functionalized polymers. Proper storage at 2-8°C in a tightly sealed container is recommended to maintain stability. Suitable for research and industrial applications requiring nitroaromatic acrylamides.

Properties

• CAS Number: 17090-15-2
• Complexity: 247
• IUPAC Name: N-(3-nitrophenyl)prop-2-enamide
• InChI: InChI=1S/C9H8N2O3/c1-2-9(12)10-7-4-3-5-8(6-7)11(13)14/h2-6H,1H2,(H,10,12)
• InChI Key: PJASPDPXLKIZHB-UHFFFAOYSA-N
• Exact Mass: 192.05349212
• Molecular Formula: C9H8N2O3
• Molecular Weight: 192.17
• SMILES: C=CC(=O)NC1=CC(=CC=C1)[N+](=O)[O-]
• Topological: 74.9
• Monoisotopic Mass: 192.05349212
• Synonyms: N-(3-nitrophenyl)acrylamide, 17090-15-2, 3-nitro-N-acrylphenylamine, N-(3-NITROPHENYL)PROP-2-ENAMIDE, MFCD00595891, N-propenoyl-3-nitroaniline, N-(3-nitrophenyl)-acrylamide, SCHEMBL5149342, SCHEMBL28932254, PJASPDPXLKIZHB-UHFFFAOYSA-N, AKOS009808898, DA-43534, DS-10252, CS-0158039

Application

N-(3-Nitrophenyl)acrylamide serves as a key building block in the synthesis of photoactive polymers and nitroaromatic-functionalized materials. It is used in radical polymerization reactions to create stimuli-responsive hydrogels and coatings. Researchers employ this compound in click chemistry and as a precursor for pharmaceutical intermediates. Its nitro group enables further functionalization via reduction to amines or participation in nucleophilic aromatic substitution.

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