17352-09-9

Usage

Uses

Used in Non-stick Surfaces Industry:
1H,1H-Perfluorooctyl trifluoromethanesulfonate is used as a surface-tension reducing agent for the production of non-stick surfaces. Its ability to lower surface tension contributes to the formation of surfaces that resist adhesion, making it ideal for cookware and other applications where reduced friction is beneficial.
Used in Fire-fighting Foams Industry:
In the fire-fighting foams industry, 1H,1H-Perfluorooctyl trifluoromethanesulfonate serves as a critical component that enhances the foam's effectiveness in extinguishing fires. Its surfactant properties allow the foam to spread more easily and cover larger areas, improving the firefighting process.
Used as a Wetting Agent in the Chemical Industry:
1H,1H-Perfluorooctyl trifluoromethanesulfonate is utilized as a wetting agent in the chemical industry to improve the spreading and absorption of liquids on surfaces. This characteristic is particularly useful in processes where even distribution of a substance is required for optimal performance.
However, the use of 1H,1H-Perfluorooctyl trifluoromethanesulfonate also raises environmental concerns due to the persistence and potential bioaccumulation of perfluorooctyl compounds in organisms. As a result, it is crucial to weigh the benefits against the possible ecological risks when considering its application in various industries.

InChI:InChI=1/C9H2F18O3S/c10-2(11,1-30-31(28,29)9(25,26)27)3(12,13)4(14,15)5(16,17)6(18,19)7(20,21)8(22,23)24/h1H2

Upstream product

• 307-30-2 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-1-octanol 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 121-44-8 triethylamine 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 10258-49-8 1-iodo-1H,1H-perfluorooctane 
• 100422-06-8 (bis-trifluoroacetoxy)iodo-1H,1H-perfluorooctane 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 1071125-33-1 C₁₅H₇F₁₈IO₃S 

Downstream Products

• 142706-75-0 4-nitro-1-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyloxy)benzene 
• 73792-57-1 ethyl 4-[(pentadecafluoroheptyl)methylamino]benzoate 

Relevant academic research and scientific papers

Practice of fluorous biphase chemistry: Convenient synthesis of novel fluorophilic ethers via a Mitsunobu reaction

The evolution of the term fluorous is addressed first, then a concise terminology is proposed, including fluorous partition coefficient, specific fluorophilicity and fluorousness. Some examples are shown for the design of higher generation fluorophilic mo

Impact of the Long-Range Electronic Effect of a Fluorous Ponytail on Metal Coordination during Solvent Extraction

With the need for a precise description of the long-range electronic effects of a perfloroalkyl chain (F-ponytail) grafted onto metal chelators, we studied in detail the effect of a spacer inserted between the polar complexing head and the F-ponytail, in relation to the metal coordination ability of the resulting molecules. The prepared molecules were then applied for the extraction of various metals from an aqueous phase into an organic phase, and the optimum spacer length could be estimated to be between three and four methylene units, according to the extraction conditions. The study also revealed the difficulty of modeling and anticipating the tiny energy differences involved in the extraction process and the importance in peculiar cases to go beyond only these studied inductive effects to understand better the factors that govern the stabilization of a metallic cation in a complex fluorous phase.

Preparation of (perfluoroalkyl)alkane thiols via Zemplén deacylation of fluorous (perfluoroalkyl)alkyl thioacetates

Convenient and robust synthesis of (perfluoroalkyl)alkane thiols [(CnF2n+1(CH2)mSH); m/n = 3/4,6,8,10, 4a-d; m/n = 2/6, 8; m/n = 1/1,2,3,7,8H, 12a-e] was developed starting from commercially available fluorous alcohols (1a-d, 5, 9a-e). The intermediate (perfluoroalkyl)alkyl iodides and/or sulfonates were reacted with potassium thioacetate in DMF, and the resulting thioacetates were deacetylated by a Zemplén analogue reaction. The (perfluoroalkyl)alkane thiols were obtained in good overall yields and high purity.

AMIDINE COMPOUNDS AND USE THEREOF FOR PLANT DISEASE CONTROL

An amidine compound represented by formula (1): wherein R1 represent a C1-C11 fluoroalkyl group, a C3-C11 fluoroalkenyl group or a C3-C11 fluoroalkynyl group; R2 represent a C1-C3 alkyl group; R3 represent a C1-C3 alkyl group; R4 represent a C3-C6 cycloalkyl group or a C1-C6 alkyl group optionally having one or more halogens and R5 represent a C3-C6 cycloalkyl group or a C1-C6 alkyl group optionally having one or more halogens, said compound having excellent plant disease controlling effect.

Various synthetic approaches to fluoroalkyl p-nitrophenyl ethers

Homologous 1H,1H-perfluoroalkyl p-nitrophenyl ethers (alkyl = C2-C8) were synthesized using different methods. The results are discussed in context with contradictory comments of the literature. The fluoroalkoxylation of p-chloronitrobenzene occurs in only one step, but it is limited to small fluoroalkyl groups. The fluoroalkylation of p-nitrophenol via sulphonic acid esters is a better synthetic route. Differences in reactivity and yield between tosylates, mesylates and inflates are found and discussed. The preferred synthesis includes the use of trifluoromethane sulphonic acid esters.

Synthesis, Properties, and Reactivity of (1H,1H-Perfluoroalkyl)- and (1H-Perfluoro-1-alkenyl)aryliodonium Triflates and Their Analogs

(1H,1H-Perfluoroalkyl)phenyl- and -(p-fluorophenyl)iodonium triflates, fluorosulfate, sulfate (3)-(7) were synthesized in good yields by the oxidation of 1-iodo-1H,1H-perfluoroalkanes (RfCH2I) with trifluoroperacetic acid followed by treatment with triflic acid and benzene or fluorobenzene. (1H,1H,5H,5H-Perfluoropentane-1,5-diyl)bisphenylbisiodonium triflate was synthesized similarly. (trans-1H-Perfluoro-1-alkenyl)phenyliodonium triflates (11) were synthesized by dehydrofluorination of 3 with a base in good yields.Thermolysis of 3 produced 1H,1H-perfluoroalkyl triflate and iodobenzene, while 11 gave (Z)-1-iodo-1H-perfluoro-1-alkene and phenyl triflate.The thermolysis experiment, including (perfluoroalkyl)phenyliodonium triflate (17), demonstrated that the C-I bond strength of the trivalent iodine compounds increased in the order of RfCH2-I +, Ph+, and Rf+ for the thermal decomposition of 3, 11, and 17, respectively, was proposed.The reactivities of 3 and 11 to such nucleophiles as phenoxide, alkoxide, and alkanethiolate anions were studied and compared with that of 17.Remarkable changes in the reactivity were found depending on the nature of the fluoro-alkyl and -alkenyl groups.The reaction of 11 with the oxide anions yielded (2-phenoxy- and -alkoxy-1H-perfluoro-1-alkenyl)phenyliodonium triflates.

Potential Antiatherosclerotic Agents. 4. benzoic Acid Analogues of Cetaben

The synthesis of a series of analogues in which the alkyl group of cetaben is substituted with various functional groups or replaced entirely by a functionalized alkanoyl moiety is described.Also reported are the syntheses of branched-chain (alkylamino)be

Hypolipidemic and antiatherosclerotic 4-(polyfluoroalkylamino)phenyl compounds

This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.