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Usage

Uses

Used in Polymer Production:
1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE is used as a key intermediate in the synthesis of various polymers, particularly in the production of Teflon and other fluoropolymers. Its unique characteristics and interactions with other compounds make it an essential component in the creation of these high-performance materials.
Used in Chemistry and Materials Science Research:
1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE is employed as a valuable reagent in the fields of chemistry and materials science. Its distinctive properties and reactivity with other compounds allow researchers to explore new pathways and develop innovative materials with potential applications in various industries.
Used in Fluoropolymer Manufacturing Industry:
1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE is used as a critical component in the manufacturing process of fluoropolymers. Its presence in the molecular structure of these polymers contributes to their exceptional properties, such as chemical resistance, thermal stability, and low friction, which are highly sought after in numerous applications, including non-stick coatings, electrical insulation, and automotive components.

InChI:InChI=1/C10H9F5O3S/c1-7-2-4-8(5-3-7)19(16,17)18-6-9(11,12)10(13,14)15/h2-5H,6H2,1H3

Upstream product

• 422-05-9 2,2,3,3,3-pentafluoropropyl alcohol 
• 98-59-9 p-toluenesulfonyl chloride 
• 6401-00-9 2,2,3,3,3-pentafluoropropyl triflate 
• 1470-83-3 lithium tosylate 

Downstream Products

• 354-69-8 2,2,3,3,3-pentafluoro-n-propyl iodide 
• 422-01-5 3-bromo-1,1,1,2,2-pentafluoropropane 
• 212619-47-1 (Z)-2-fluoro-2-trifluoromethylethenyl tosylate 
• 943767-49-5 4-(2,2,3,3,3-pentafluoropropyloxy)-benzaldehyde 
• 212619-57-3 Toluene-4-sulfonic acid (Z)-1-[(4-chloro-phenyl)-hydroxy-methyl]-2,3,3,3-tetrafluoro-propenyl ester 
• 212619-59-5 Toluene-4-sulfonic acid (E)-2-hydroxy-4-phenyl-1-tetrafluoroeth-(Z)-ylidene-but-3-enyl ester 
• 212619-58-4 Toluene-4-sulfonic acid (Z)-2,3,3,3-tetrafluoro-1-(hydroxy-thiophen-2-yl-methyl)-propenyl ester 
• 212619-56-2 Toluene-4-sulfonic acid (Z)-2,3,3,3-tetrafluoro-1-(hydroxy-phenyl-methyl)-propenyl ester 
• 212619-60-8 Toluene-4-sulfonic acid 2-hydroxy-1-tetrafluoroeth-(Z)-ylidene-pentyl ester 
• 129264-95-5 Phenyl 2,2,3,3,3-pentafluoropropyl sulfide 

Relevant academic research and scientific papers

Highly stereoselective approach to 3-fluoroalkylated (E)-hex-3-ene-1,5- diyne derivatives via an addition-elimination reaction

Palladium(0)-catalyzed Sonogashira cross-coupling reaction of 2-fluoroalkylated (Z)-2-fluoro-1-iodoethene, which is easily prepared from commercially available polyfluorinated alcohols in facile three steps, with terminal alkynes in DMF at room temperature for 24 h took place stereospecifically to give the corresponding 1-fluoroalkylated (Z)-1-fluorobut-1-en-3-yne derivatives in good to excellent yield. Thus obtained fluoroalkylated 1-fluoroenynes were effectively subjected to addition-elimination reaction with various alkynyllithiums at room temperature, leading to 3-fluoroalkylated hex-3-ene-1,5-diyne derivatives in good to high yields with an excellent E selectivity.

Perfluoroalkyl bile esters: A new class of efficient gelators of organic and aqueous-organic media

A new class of fluorinated gelators derived from bile acids is reported. Perfluoroalkyl chains were attached to the bile acids through two different ester linkages and were synthesized following simple transformations. The gelation property of these deriv

Diamine derivatives as inhibitors of leukotriene A4 hydrolase

This invention is directed to compounds of formula (I): where r, q, R, R2, R3, R4, R5a, R5b, R5c, R6a, R6b, R6c, R7, R8, and R9

2,4-DIHYDROXYBENZOIC ACID DERIVATIVES

The present invention relates to novel compounds of formula (I) and to the salts, solvates and prodrugs thereof, wherein the meanings of the various substituents are as disclosed in the description. Said compounds are useful for the treatment or preventio

Facile syntheses of various per- or polyfluoroalkylated internal acetylene derivatives

Treatment of per- or polyfluoroalkylated vinyl iodides 5 with 2equiv. of n-BuLi in THF produced the corresponding lithium acetylides in situ, which were transformed into zinc acetylides by the addition of ZnCl2· TMEDA complex into the reaction mixture. The in situ generated zinc acetylides were exposed to the cross-coupling conditions such as ArI/cat. Pd(PPh 3)4, reflux, 6-12 h, giving rise to the desired per- or polyfluoroalkylated acetylenes in high yields. In the case of trifluoromethylated acetylene, commercially available 2-bromo-3,3,3-trifluoropropene 6 could also be used instead of 5 as the starting material. In the acetylenes having a fluoroalkyl group and an aliphatic side chain, vinyl iodides 7, prepared by radical addition of perfluoroalkyl iodide to terminal acetylenes, were treated with t-BuOK at room temperature or at the reflux temperature of benzene, affording the desired compounds in good yields.

Facile generation of polyfluoro-1-(tosyloxy)prop-1-enyllithiums and their reaction with electrophiles. A new, efficient and convenient access to (Z)-1,1-di- and 1,1,1-tri-fluoro-3-(tosyloxy)alk-3-en-2-ones

Polyfluoro-1-(tosyloxy)prop-1-enyllithiums, generated by the reaction of polyfluoropropyl toluene-p-sulfonates or polyfluoroprop-1-enyl toluene-p-sulfonates with n-butyllithium, readily react with a variety of electrophiles, such as aldehydes, ketones, me