3-Oxetanone CAS 6704-31-0

What is 3-Oxetanone CAS 6704-31-0?

3-Oxetanone CAS 6704-31-0 (systematically named oxetan-3-one) is a highly reactive cyclic organic compound featuring a four-membered ring that contains both an ether oxygen and a carbonyl ketone group. Typically presenting as a colorless, transparent volatile liquid, its molecular architecture is defined by intense internal ring strain. In modern medicinal chemistry and drug discovery, 3-Oxetanone has emerged as an exceptionally vital building block and intermediate. It is widely employed as a “gem-dimethyl” or carbonyl surrogate to introduce the oxetane ring into candidate molecules, which significantly improves metabolic stability, enhances aqueous solubility, and modifies the physicochemical profile of advanced active pharmaceutical ingredients (APIs).

Specifications

Features

• Highly Strained Oxetane Scaffold: The four-membered heterocyclic ring carries substantial thermodynamic ring strain, imparting high reactivity that drives efficient ring-opening, addition, and cycloaddition protocols.
• Strategic Carbonyl Functionality: The position of the 3-keto group allows for smooth nucleophilic additions, reductive aminations, and Wittig olefinations, facilitating the clean attachment of diverse pharmacophores.
• Metabolic Stabilization Handle: Incorporating the oxetane ring derived from this molecule into chemical structures serves as an effective strategy to replace metabolically vulnerable groups, blocking oxidative degradation by cytochrome P450 enzymes.
• Favorable Physicochemical Modulation: Acting as a robust bioisostere, it optimizes the lipophilicity ($\log P$) of target compounds, drastically improving aqueous solubility while maintaining structural rigidity.

Applications

• Pharmaceutical Research & API Design: Heavily utilized as a core synthesis intermediate in drug discovery pipelines to create specialized oxetane-containing small molecule therapeutics, oncology candidates, and antiviral drugs.
• Heterocyclic Compound Construction: Applied as a reactive chemical block to synthesize a broad spectrum of complex spiro-heterocycles, oxetanyl amines, oxetanol derivatives, and functionalized morpholine analogs.
• Advanced Organic Synthesis & Ring Expansions: Deployed in cutting-edge academic and industrial research for executing regioselective ring-opening reactions, multi-component condensations, and strain-driven chemical transformations.
• Agrochemical Development: Used as a structural precursor in fine chemical synthesis to develop next-generation crop protection agents, targeted fungicides, and specialized bio-pesticides requiring enhanced environmental durability.

Packaging

Mikem offers flexible packaging options, including 25 kg of fiber drums for liquid products and 15–25 kg PP/PE bags for powder products, all customizable to meet your specific needs.