S-(4,4,5,5,5-Pentafluoropentyl)isothiourea Methanesulfonate
S-(4,4,5,5,5-Pentafluoropentyl)isothiourea Methanesulfonate (CAS: 1107606-68-7) is a fluorinated isothiourea salt serving as a specialized reagent for introducing pentafluoropentyl mercaptan functionality into target molecules. The isothiourea moiety acts as a protected thiol equivalent, alkylating with electrophiles and subsequently hydrolyzing to reveal the free thiol for disulfide formation or metal coordination. The pentafluoropentyl chain provides strong lipophilicity, chemical stability, and unique partitioning properties valuable in pharmaceutical and materials applications. This reagent finds use in synthesizing fluorinated surfactants, peptide modifications requiring hydrophobic thiol tags, and specialty chemicals where fluorocarbon character enhances performance. Manufactured as the stable methanesulfonate salt, it offers improved handling and storage characteristics compared to free thiols. Proper storage in cool, dry conditions preserves its reactivity for applications requiring controlled thiol introduction.
– Thiol Introduction: Used to install pentafluoropentylthio groups through alkylation followed by hydrolysis revealing free thiol functionality.
– Fluorinated Surfactants: Serves as a building block for fluorosurfactants with enhanced surface activity and chemical resistance.
– Peptide Modification: Applied in labeling peptides and proteins with hydrophobic fluorinated tags for purification and detection.
– Specialty Polymer Synthesis: Employed in preparing fluorinated monomers and cross-linkers for high-performance materials.
Product Name: S-(4,4,5,5,5-Pentafluoropentyl)isothiourea Methanesulfonate
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