565-42-4

Basic information

• Product Name: 1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE
• Synonyms: 2,2,3,3,3-PENTAFLUOROPROPYL TOSYLATE;1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE;1H,1H-PENTAFLUOROPROPYL 4-TOLUENE SULFONATE;1H,1H-PENTAFLUOROPROPYL 4-TOLUENESULPHONATE;1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE, 98% MIN.;2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate;1H,1H-Perfluoropropyl 4-toluenesulphonate 98%;p-Toluenesulfonic Acid 2,2,3,3,3-Pentafluoropropyl Ester 2,2,3,3,3-Pentafluoropropyl Tosylate
• CAS NO: 565-42-4
• Molecular Formula: C₁₀H₉F₅O₃S
• Molecular Weight: 304.23
• Mol File: 565-42-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 53-54,5°C
• Boiling Point: 75°C/1mmHg(lit.)
• Flash Point: 141.7°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.439
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE(565-42-4)
• EPA Substance Registry System: 1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE(565-42-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 565-42-4(Hazardous Substances Data)

Usage

General Description

1H,1H-Pentafluoropropyl p-toluenesulfonate, also known as perfluorobutanesulfonyl fluoride, is a distinct chemical compound that belongs to the organofluorine class of compounds. Its primary distinguishing feature is the presence of five fluorine atoms within its molecular structure. The name of the compound denotes to both types of bonds it has within the structure: the 1H-1H bonds indicating a single bond between two hydrogen atoms and the pentafluoropropyl representing a compound consisting of a carbon chain bonded to multiple fluorine atoms. 1H,1H-PENTAFLUOROPROPYL P-TOLUENESULFONATE is often used in the production of polymers, including in the synthesis of certain types of Teflon and other fluoropolymers. Its unique characteristics and interactions are extensively utilized in the fields of chemistry and materials science.

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

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

Downstream Products

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

Relevant articles and documents

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.

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

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.