3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne | CAS 1835759-73-3

3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne is a propargyl ether bearing a 2,2,2-trifluoroethoxy-containing, poly(ethylene glycol)-like solubilizing motif, making it well suited for bioorthogonal click chemistry workflows. As a terminal alkyne reagent, it is commonly used as the alkyne partner in copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) and related alkyne-based conjugation strategies. Its ether-rich, fluorinated substituent pattern supports compatibility with aqueous buffers and labeling of biomolecules, surfaces, and polymeric materials where stable, hydrophilic handles are advantageous.

1. Biomolecule Labeling

3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne is used as an alkyne handle for attaching azide-bearing tags to proteins, peptides, nucleic-acid components, and other functional biomolecules via CuAAC. Researchers often select this reagent when they need improved solubility and reduced nonspecific interactions during conjugation and downstream handling, particularly for labeling workflows performed in aqueous or mixed solvent systems. The trifluoroethoxy-ether architecture can also help maintain reagent integrity and consistent conjugation performance across multi-step bioconjugation pipelines, including sequential tagging and purification.

2. Surface And Materials Functionalization

3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne is widely applied to functionalize polymer films, hydrogels, and other solid supports that are subsequently coupled to azide-functional surfaces or linkers. In materials science settings, the reagent enables the installation of clickable alkyne moieties for patterning, coating, and post-fabrication modification, supporting build-up of multicomponent materials such as bioactive polymer conjugates and composite interfaces. The ether-rich substituent improves wetting and dispersion during surface coupling steps, which is valuable for reproducible grafting densities and uniform functional coverage.

3. Molecular Imaging Probe Building

3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne serves as a practical alkyne precursor for constructing imaging and detection probes that rely on azide–alkyne click assembly. Probe developers use this reagent to append fluorophores, affinity tags, or imaging scaffolds that are delivered as azide-functional components, enabling modular synthesis of conjugates with controlled attachment points. The fluorinated ether-containing side chain supports probe solubility and handling in labeling buffers, which can be important for preparing homogeneous probe stocks and for integrating click steps into automated or high-throughput labeling workflows.

4. Diagnostic Reagent Conjugation

3-{2-[2-(2,2,2-Trifluoroethoxy)ethoxy]ethoxy}-1-propyne is used in the preparation of diagnostic reagent conjugates where azide-functional capture agents or reporters are coupled through CuAAC. Diagnostic and assay development teams often incorporate alkyne-bearing linkers to generate stable, well-defined conjugates for assay formats such as labeled binding reagents, multiplexing components, and solid-phase assay constituents. The reagent’s solubilizing ether motif supports consistent coupling conditions and helps reduce aggregation during reagent preparation, supporting reliable downstream assay manufacturing and storage workflows.