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3-(nitromethyl)cyclopentanone; CAS No.: 81266-47-9;3-(nitromethyl)cyclopentanone. PROPERTIES: 3-(nitromethyl)cyclopentanone is a nitro-substituted cyclic ketone with molecular formula C6H9NO3. It typically exists as a colorless to pale yellow liquid with a boiling point of approximately 120-125 C. The compound has moderate water solubility and dissolves well in common organic solvents. It exhibits moderate thermal stability but may release toxic nitrogen oxides when exposed to high temperatures or flames. Storage should be in tightly sealed containers below 25 C, away from heat sources and incompatible materials like strong reducing agents. APPLICATIONS: In organic synthesis, this compound serves as a versatile building block for constructing complex molecules. The nitromethyl group provides a site for reduction to form amines or for radical reactions, while the cyclopentanone functionality enables nucleophilic addition reactions (Synthesis). In pharmaceutical research, 3-(nitromethyl)cyclopentanone contributes to the development of nitric oxide-releasing agents, where the nitro group can generate bioactive nitric oxide under physiological conditions (Journal of Medicinal Chemistry). Its cyclic ketone structure allows for formation of coordination complexes with metal ions, enabling applications in asymmetric catalysis and materials science (Catalysis Science & Technology).