2264-00-8

Usage

Uses

Used in Organic Synthesis:
1H,1H,5H-OCTAFLUOROPENTYL P-TOLUENESULFONATE is used as a protecting group for alcohols and amines, facilitating the synthesis of complex organic molecules by preventing unwanted reactions at these functional groups.
Used in Medicinal Chemistry:
In the pharmaceutical industry, 1H,1H,5H-OCTAFLUOROPENTYL P-TOLUENESULFONATE is utilized as a stabilizing agent for certain reactive intermediates, aiding in the development of new drugs with enhanced efficacy and selectivity.
Used in Specialty Chemicals Development:
1H,1H,5H-OCTAFLUOROPENTYL P-TOLUENESULFONATE's resistance to degradation and unique chemical properties make it a valuable asset in the creation of specialty chemicals, where it can improve the performance and stability of various products.

InChI:InChI=1/C12H10F8O3S/c1-7-2-4-8(5-3-7)24(21,22)23-6-10(15,16)12(19,20)11(17,18)9(13)14/h2-5,9H,6H2,1H3

Upstream product

• 355-80-6 2,2,3,3,4,4,5,5-octafluoropentan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 678-74-0 1-iodo-2,2,3,3,4,4,5,5-octafluoropentane 
• 755-21-5 1-chloro-1H,1H,5H-perfluoropentane 
• 201943-28-4 (2,2,3,3,4,4,5,5-Octafluoro-pentylsulfanylmethyl)-benzene 
• 1547-26-8 1,1,5-Trihydroperfluorpent-1-en 
• 201943-39-7 4-{2,2,3,3,4,4-Hexafluoro-1-[1-phenylmethanesulfonyl-meth-(Z)-ylidene]-butyl}-morpholine 
• 201943-38-6 4-{2,2,3,3,4,4-Hexafluoro-1-[1-phenylmethanesulfinyl-meth-(Z)-ylidene]-butyl}-morpholine 
• 201943-35-3 4-{1-[1-Benzylsulfanyl-meth-(Z)-ylidene]-2,2,3,3,4,4-hexafluoro-butyl}-morpholine 
• 201943-30-8 2,2,3,3,4,4,5,5-octafluoropentyl benzyl sulfone 
• 201943-29-5 2,2,3,3,4,4,5,5-octafluoropentyl benzyl sulfoxide 
• 201943-34-2 1-benzylthio-3,3,4,4,5,5-hexafluoro-1-pentyne 

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.

Fluorinated organic azides-their preparation and synthetic applications

Alkyl azides are widely used in many reactions. Although synthesis of such species is relatively well documented, fluorinated azides, especially with large perfluorinated or highly fluorinated groups, are sometimes tricky to make. The presence of fluorine in reacting molecules, sometimes causes significant changes in the reactivity of reacting species. In this paper we give a short overview of re-examination of currently available methods of synthesis of selected azides with highly fluorinated groups.

Synthesis of alkyl perfluoroalkanedithiocarboxylates and some aspects of their reactivity in cycloaddition reactions

A new method for the synthesis of the title compounds is proposed.The starting fluorinated compounds are commercially available trifluoroethanol and higher homologues, which were transformed in three steps into (2,2-dichloroperfluoroalkyl) alkylsulfides.The last step consisted in a substitution of chlorine by sulfur by treatment with zinc sulfide.The source of zinc sulfide is crucial and the possible role of catalytic impurities was investigated.These dithioesters are excellent dienophiles.Some cycloaddition reactions with 2,3-dimethylbuta-1,3-diene and 1-(trimethylsilyloxy)buta-1,3-diene are reported. - Keywords: perfluorinated dithioester; polyfluorinated sulfide; cycloaddition; tetrahydrothiopyran

Estimation of hydrocarbon solubilities in hydrofluorocarbons

A new solubility parameter, SP, for hydrofluorocarbons (HFCs) has been developed (SP = 1.175 ln(np) + 0.025H - 0.063F - 0.028α - 0.018β where np depends on the molar volume and the molar refractivity; H and F are the number of hydrogens and fluorines, respectively, in the molecule; and α and β are the respective numbers of H-C-F and H-C-C-F connections).Values of SP have been used to predict if an HFC would be a good solvent for various hydrocarbons at 25 deg C.Within an isomeric HFC family, the individual HFCs having the greatest solvency for hydrocarbons were those having the maximum separation of fluorines from hydrogens.Hildebrand solubility parameters, δ, are compared with the semi-empirical SP values.Syntheses for 10 new compounds are given: 3,3,4,4,5,5,6,6,7,7-decafluorononane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)-3-methylbutane, 1,1,1,2,2-pentafluoro-3-methylbutane, 1,1,1,2,2,3,3,4,4-nonafluoro-5-methylhexane, 1,1,1,2,2,3,3,4,4-nonafluoroheptane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)butane, 1,1,1-trifluoro-3-(trifluoromethyl)butane, 1,1,1,2,2,3,3,5-octafluorohexane, 1,1,1,2,2-pentahydroperfluorooctane and 1,1,1,2,2-pentahydroperfluorodecane.

α,α,ω-TRIHYDRO-α-HALOPERFLUOROALKANES

A synthesis has been developed for α,α,ω-trihydrohaloperfluoroalkanes, H(CF2CF2)n*CH2X, where X is Cl or Br and n is 1 or 4.It is based on the cleavage of the aromatic sulfonate esters of α,α,ω-trihydroperfluoroalkan-α-ols by alkali metal halides.