30670-30-5

Usage

InChI:InChI=1/C10H6F17N/c11-3(12,1-2-28)4(13,14)5(15,16)6(17,18)7(19,20)8(21,22)9(23,24)10(25,26)27/h1-2,28H2

Upstream product

• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 57642-98-5 methyl-2-propen-3-ol 
• 507-63-1 1-iodoheptadecafluorooctane 
• 121177-79-5 1-azido-1H,1H,2H,2H-perfluorodecane 

Downstream Products

• 1182707-56-7 N-(1H,1H,2H,2H-perfluorodecyl)-4,5-dimethyl-2-nitroaniline 
• 1239023-31-4 C₂₆H₁₅F₁₇N₂O₄ 
• 1351283-09-4 C₂₆H₂₂F₂₀N₄O₅ 
• 1351283-10-7 C₃₂H₃₃F₂₀N₅O₈ 
• 1351283-11-8 C₃₈H₄₄F₂₀N₆O₁₁ 
• 1325213-17-9 H₂N-Lys(Z)-O-decyl(F₁₇) 
• 688063-72-1 Boc-Lys(Z)-O-decyl(F₁₇) 
• 921926-97-8 N-benzyl-N-1H,1H,2H,2H-perfluorodecane 
• 921927-02-8 N-1H,1H,2H,2H-perfluorodecanebenzylamide 

Relevant academic research and scientific papers

Design, synthesis and preliminary biological evaluations of novel amphiphilic drug carriers

The synthesis of a new fluorocarbon amphiphilic drug carrier is described. A polyfunctional amino acid endowed with a fluorocarbon chain and a sugar moiety providing the amphiphilic character constitutes the central element of this structure. A 14/s

Direct syntheses using a fluorinated surfactant of silicas containing organofluorinated groups

Direct syntheses of silicas containing organofluorinated groups have been achieved by co-condensation of tetraethylorthosilicate (TEOS) and a organofluorinated triethoxysilane, RF(CH2) 2Si(OEt)3 [RF = CF3(CF 2)5 or CF3], in the presence of either the neutral fluorinated surfactant n-CF3(CF2) 7(CH2)2NH2 or the cationic one, n-CF3(CF2)7(CH2)2NMe 3+ I-. Microporous silica with a wormhole structure containing the C8 fluorinated chain was obtained in the presence of the nonionic surfactant. It was shown that the use of fluorinated surfactants allows the incorporation of an amount of (fluorinated) chains located in the channel pores that is superior to that obtained by using a hydrogenated surfactant. The cationic surfactant used under acidic conditions allowed the incorporation of only a low amount of the C8 fluorinated chain, leading to a poorly structured material. In contrast, a mesoporous silica containing the CF3(CH2)2 group and showing a hexagonal arrangement was obtained under the same experimental conditions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

NMR and fluorescence studies of the self-association behavior of an amphiphilic polyanion bearing hydrocarbon and fluorocarbon hydrophobes

The association behavior of the terpolymers of sodium 2-acrylamido-2- methylpropanesulfonate (NaAMPS), N-dodecylmethacrylamide (DodMAm), and N-(2-(perfluorooctyl)ethyl)methacrylamide (PFOEMAm) (A/H(x)/F(y)) and their reference copolymers of NaAMPS and PFOEMAm (A/F(y)) was characterized using 19F and 1H NMR, steady state fluorescence, and dynamic light scattering techniques in water (or D2O) containing 0.1 M NaCl. The terpolymers formed micelle-like aggregates where hydrophobic microdomains are formed by hydrophobic associations among the perfluorooctylethyl (PFOE) and dodecyl (Dod) groups, the PFOE group exhibiting a stronger tendency for interpolymer association than the Dod groups. A careful analysis of the characterization data led to a conclusion that the hydrophobic microdomain formed from the terpolymer is microscopically phase separated into the fluorocarbon phase and hydrocarbon phase.

Fluorous tagged N-hydroxy phthalimide for the parallel synthesis of O-aryloxyamines

The parallel synthesis of O-aryloxyamines remains an unfulfilled need in the field of medicinal chemistry and fragment-based approaches. To fill this gap a solution-phase two-step process based on (1) a copper-catalyzed cross-coupling of aryl boronic acid

Convenient synthesis of 6,6-bicyclic malonamides: A new class of conformationally preorganized ligands for f-block ion binding

A general synthetic approach was developed for the preparation of a series of 6,6-bicyclic malonamides, a class of ligands that provide a preorganized binding site for f-block ions (particularly trivalent lanthanides). The approach described is convenient to introduce a variety of functional groups at the amide nitrogens to tune the properties of the ligand without altering the preorganized binding. Each of the ten derivatives (that represent a range of functionality, including R = alkyl, hydroxy, phenyl, ester, perfluorocarbon) reported here derives from a single, readily prepared dialdehyde intermediate. This intermediate is converted to the final products via reductive amination with an appropriately functionalized benzylamine, followed by hydrogenolysis and lactam formation. Because derivatization occurs late in the synthesis, the approach is general, requiring only modification of the purification procedures for each new derivative. To aid in the purification of the bicyclic malonamides, we report a novel complexation-based purification method that takes advantage of the high affinity of the ligand for f-block metals.

An effective route to N,N-Bis (2,3-epoxypropyl)2-F-alkylethylamines

An effective procedure is described for the synthesis of N,N-Bis (epoxypropyl) 2-F-alkylethylamines avoiding the formation of 2-F- alkylethylethenes usually occuring in the N-alkylation of 2-F-alkylethyl iodides by amines.

Convenient synthesis of monodisperse fluorinated nonionic surfactants containing two hydrophilic hydroxylated moieties

New fluorinated nonionic surfactants containing two monodisperse oligo(oxyethylene) tails and having a hydroxyl group in the terminal position were easily obtained, with good yields, a purity higher than 95%, a high solubility in water and show interesting surface properties for their physicochemical application: low surface tensions and noteworthy critical micelle concentrations.

Synthese des 2-F-alkylethylamines: optimisation de l'obtention des azotures de 2-F-alkyletyle et de leur reduction en amines

2-F-Alkylethylamines are very important intermediates in organic fluorine chemistry.In this work, it has been demonstrated that it is possible to combine the advantages of two techniques, i.e. phase-transfer catalysis and the use of water as a dispersing medium, in the reduction of 2-F-alkylethyl azides, and hence simplify significantly the synthesis of such amines from 2-F-alkylethyl iodides.

Synthesis and bioacceptability of fluorinated surfactants derived from F-alkylated tertiary amines

Two methods for synthesizing tertiary F-alkylated amines are reported. The more general method allows the access in 56-87% yields to various N,N-dialkyl F-alkyl amines. These amines are key intermediates leading in 52-96% yields to several families of surfactants, including zwitterionic and cationic derivatives and amine oxides, potentially useful in the formulation of fluorocarbon emulsions for diagnostic and therapeutic uses. The toxicity of the new surfactants and the influence of the polar head were assessed: the long chain compounds (8, 9 and 10) were found to be toxic for cell cultures and the zwitterionic compounds (7b and 8) have a LD50 -1 in mice. The hemolysis test highlights the influence of the polar head: the zwitterionic compounds (7 and 8) were found to be non-hemolytic even at remarkably high concentrations (100 g l-1 for 8), whereas the cationic compounds 9 are highly hemolytic even at very low concentrations (0.05 g l-1).

Nouvelles methodes de preparation des 2-F-alkylethylamines

2-F-Alkylethylamines are difficult to obtain on the laboratory scale and their preparation without the formation of secondary products has never been reported.In this work we demonstrate that it is possible to obtain these compounds univocally and with easy to use methods.The spectral data of these compounds are reported for the first time.