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methyl 5-oxobicyclo[2.2.2]octane-2-carboxylate
$300.00
CAS No.: 78478-61-2
Catalog No.: 195886
Purity: 95%
MF: C10H14O3
MW: 182.219
Storage: 2-8 degree Celsius
SMILES: O=C1C2CC(C(C1)CC2)C(=O)OC
Catalog No.: 195886
Purity: 95%
MF: C10H14O3
MW: 182.219
Storage: 2-8 degree Celsius
SMILES: O=C1C2CC(C(C1)CC2)C(=O)OC
methyl 5-oxobicyclo[2.2.2]octane-2-carboxylate; CAS No.: 78478-61-2; methyl 5-oxobicyclo[2.2.2]octane-2-carboxylate. PROPERTIES: Methyl 5-oxobicyclo[2.2.2]octane-2-carboxylate has molecular formula C9H12O3, giving it a molecular weight of 172.19 g/mol. It appears as a white crystalline powder with a melting point between 85-88 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) away from strong bases. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 75 C. The compound has a logP value of approximately 1.5 and exhibits moderate aqueous solubility. APPLICATIONS: This methyl 5-oxobicyclo[2.2.2]octane-2-carboxylate is extensively used in the synthesis of antimicrobial agents. Its bicyclo-carboxylate-ketone structure provides a platform for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing muscarinic receptor antagonists. The ketone and carboxylate groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anticholinergic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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