Description
N-Allylperfluoro-2-(2-propoxypropoxy)propanamide (CAS No. 174080-50-3) is a highly fluorinated specialty chemical with the molecular formula C12H6F17NO3. This compound, also known by its IUPAC name 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]-N-prop-2-enylpropanamide, features a unique perfluorinated ether backbone coupled with an allyl amide functional group. Its structure imparts exceptional chemical stability, hydrophobicity, and oleophobicity, making it ideal for advanced material science applications.
This high-purity reagent is synthesized under stringent conditions to ensure consistency and is suitable for research in fluoropolymer modification, surface coatings, and specialty surfactants. It is supplied as a clear, colorless to pale-yellow liquid with >95% purity (GC). Store in a cool, dry place under inert atmosphere to maintain stability.
Key Attributes:
– Molecular Weight: 511.16 g/mol
– Boiling Point: ~200-220°C (estimated)
– Density: ~1.7 g/cm3 (estimated)
– Fluorine Content: ~63.2 wt%
– Reactivity: Allyl group enables radical or thiol-ene click chemistry
Properties
- CAS Number: 174080-50-3
- Complexity: 726
- IUPAC Name: N-allyl-2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanamide
- InChI: InChI=1S/C12H6F17NO3/c1-2-3-30-4(31)5(13,8(17,18)19)32-12(28,29)7(16,10(23,24)25)33-11(26,27)6(14,15)9(20,21)22/h2H,1,3H2,(H,30,31)
- InChI Key: BUSXJIQRFNBMLP-UHFFFAOYSA-N
- Exact Mass: 535.0076218
- Molecular Formula: C12H6F17NO3
- Molecular Weight: 535.15
- SMILES: C=CCNC(=O)C(C(F)(F)F)(OC(C(C(F)(F)F)(OC(C(C(F)(F)F)(F)F)(F)F)F)(F)F)F
- Topological: 47.6
- Monoisotopic Mass: 535.0076218
- Synonyms: N-Allylperfluoro-2-(2-propoxypropoxy)propanamide, 174080-50-3, DTXSID10897544, DTXCID501326892, Propanamide, 2,3,3,3-tetrafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]-N-2-propen-1-yl-, BUSXJIQRFNBMLP-UHFFFAOYSA-N, NS00109468
Application
This fluorinated amide derivative is primarily used in the development of oil- and water-repellent coatings for textiles and electronics. Its perfluorinated chain provides exceptional surface energy reduction, while the allyl group allows for covalent bonding to substrates or polymers. Researchers utilize it to create novel fluorosurfactants with improved environmental profiles compared to long-chain PFAAs. Additionally, it serves as a building block for specialty fluoropolymers with tailored wettability properties.
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