17352-09-9

Basic information

• Product Name: 1H,1H-PERFLUOROOCTYL TRIFLUOROMETHANESULFONATE
• Synonyms: 1H,1H-PERFLUOROOCTYL TRIFLUOROMETHANESULFONATE;1H,1H-Perfluorooctyltrifluoromethanesulphonate;1H,1H-Pentadecafluorooct-1-yltrifluoromethanesulphonate97%
• CAS NO: 17352-09-9
• Molecular Formula: C₉H₂F₁₈O₃S
• Molecular Weight: 532.15
• Mol File: 17352-09-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 212.6°Cat760mmHg
• Flash Point: 82.4°C
• Appearance: /
• Density: 1.756g/cm³
• Vapor Pressure: 0.25mmHg at 25°C
• Refractive Index: 1.299
• CAS DataBase Reference: 1H,1H-PERFLUOROOCTYL TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H-PERFLUOROOCTYL TRIFLUOROMETHANESULFONATE(17352-09-9)
• EPA Substance Registry System: 1H,1H-PERFLUOROOCTYL TRIFLUOROMETHANESULFONATE(17352-09-9)

Safety Data

• Hazardous Substances Data: 17352-09-9(Hazardous Substances Data)

Usage

General Description

1H,1H-Perfluorooctyl trifluoromethanesulfonate is a synthetic fluorinated compound that is known for its surfactant properties. It is commonly used as a surface-tension reducing agent in various applications, such as in the production of non-stick surfaces, fire-fighting foams, and as a wetting agent in the chemical industry. Due to its fluorinated structure, it has high thermal and chemical stability, making it suitable for use in harsh environments. However, there are concerns about its environmental impact, as perfluorooctyl compounds are known for their persistence and potential to bioaccumulate in organisms. Therefore, it is important to carefully consider the potential risks and benefits of using this chemical in various applications.

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

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

Downstream Products

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

Relevant articles and documents

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

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.

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.