Description

2,2,3,3,4,4,5,5,5-Nonafluoropentyloxirane (CAS No. 81190-28-5) is a highly fluorinated oxirane compound with the molecular formula C₇H₅F₉O. This specialty chemical is characterized by its nonafluoropentyl group attached to an oxirane (epoxide) ring, offering unique reactivity and physicochemical properties. It is a valuable building block for the synthesis of fluorinated polymers, surfactants, and other advanced materials due to its hydrophobic and oleophobic characteristics. The compound is supplied as a high-purity liquid, suitable for research and industrial applications requiring precise fluorination. Proper handling under inert conditions is recommended due to its reactive epoxide moiety.

Properties

• CAS Number: 81190-28-5
• Complexity: 294
• IUPAC Name: 2-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)oxirane
• InChI: InChI=1S/C7H5F9O/c8-4(9,1-3-2-17-3)5(10,11)6(12,13)7(14,15)16/h3H,1-2H2
• InChI Key: WUKHWLIEBSRTRH-UHFFFAOYSA-N
• Exact Mass: 276.01966824
• Molecular Formula: C7H5F9O
• Molecular Weight: 276.10
• SMILES: C1C(O1)CC(C(C(C(F)(F)F)(F)F)(F)F)(F)F
• Topological: 12.5
• Monoisotopic Mass: 276.01966824
• Synonyms: 2,2,3,3,4,4,5,5,5-Nonafluoropentyloxirane, 671-173-3, 81190-28-5, 3-PERFLUOROBUTYL-1,2-EPOXYPROPANE, 2-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)oxirane, (1h,1h-perfluoropentyl)oxirane, 3-(perfluoro-n-butyl)-1,2-propenoxide, Oxirane, 2-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)-, 2-(1h,1h-nonafluoropentyl)oxirane, MFCD00236085, 3-(Perfluorobut-1-yl)-1,2-propenoxide, (2,2,3,3,4,4,5,5,5-Nonafluoropentyl)oxirane, SCHEMBL711102, [(perfluorobutyl)methyl]oxirane, DTXSID60379709, AKOS015913408, FS-3993, 3-(Nonafluoro-n-butyl)-1,2-propenoxide, CS-0199473, N1041, NS00110876, D91775, A840066, 1,2-epoxy-4,4,5,5,6,6,7,7,7-nonafluoroheptane, 2,2,3,3,4,4,5,5,5-Nonafluoropentyloxirane, >/=98%, 2-[2,2,3,3,4,4,5,5,5-nonakis(fluoranyl)pentyl]oxirane

Application

2,2,3,3,4,4,5,5,5-Nonafluoropentyloxirane is primarily used as a monomer or intermediate in the synthesis of fluorinated polymers and coatings, imparting water and oil repellency. Its epoxide group enables ring-opening reactions for grafting onto surfaces or polymers, enhancing chemical resistance. Researchers also utilize it to develop fluorinated surfactants for applications in electronics and specialty lubricants. Additionally, it serves as a precursor in pharmaceutical and agrochemical research for introducing fluorinated motifs.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P264, P264+P265, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (50%)

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