25628-11-9

Usage

Uses

Used in Surfactant and Wetting Agent Applications:
Phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate is used as a surfactant and wetting agent in various industries for its ability to significantly lower surface tension and enhance the spreading of liquids on surfaces.
Used in Coatings Industry:
In the coatings industry, phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate is used as a performance enhancer for coatings. It improves the wetting and spreading characteristics of the coatings, leading to better adhesion and coverage.
Used in Adhesives Industry:
Phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate is utilized in the adhesives industry as an additive to boost the performance of adhesives. Its properties help in enhancing the wetting and spreading of adhesives, ensuring stronger bonds and improved durability.
Used in Cleaning Products Industry:
In the cleaning products industry, phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate is employed to improve the effectiveness of cleaning agents. Its ability to reduce surface tension allows for better penetration and removal of dirt and stains.

Upstream product

• 375-72-4 Nonafluorobutanesulfonyl fluoride 
• 1529-17-5 phenyltrimethylsilyl ether 
• 36913-91-4 nonaflyl anhydride 
• 108-95-2 phenol 
• 139-02-6 sodium phenoxide 
• 1864-94-4 phenyl formate 
• 62-53-3 aniline 
• 29420-49-3 potassium nonaflate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 71-43-2 benzene 
• 415708-08-6 exo-2-phenylbicyclo[2.2.1]heptane 
• 139152-86-6 (1R,2R)-(-)-exo-2-phenylbicyclo[2.2.1]heptane 
• 10201-58-8 (E)-1-heptenylbenzene 
• 108-95-2 phenol 
• 10201-59-9 (Z)-hept-1-en-1-ylbenzene 
• 199465-44-6 4-iodophenyl nonaflate 
• 321970-34-7 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonic acid 4-bromophenyl ester 
• 32848-23-0 para-nitrophenyl perfluorobutanesulfonate 
• 16967-02-5 1-phenyl-1-octyne 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 103-26-4 Methyl cinnamate 
• 456-56-4 phenyl trifluoromethylsulfide 
• 6919-61-5 N-methoxy-N-methylbenzamide 

Relevant academic research and scientific papers

Palladium-Catalyzed C-P Bond-Forming Reactions of Aryl Nonaflates Accelerated by Iodide

An iodide-accelerated, palladium-catalyzed C-P bond-forming reaction of aryl nonaflates is described. The protocol was optimized for the synthesis of aryl phosphine oxides and was found to be tolerant of a wide range of aryl nonaflates. The general nature of this transformation was established with coupling to other P(O)H compounds for the synthesis of aryl phosphonates and an aryl phosphinate. The straightforward synthesis of stable, isolable aryl nonaflates, in combination with the rapid C-P bond-forming reaction allows facile preparation of aryl phosphorus target compounds from readily available phenol starting materials. The synthetic utility of this general strategy was demonstrated with the efficient preparation of an organic light-emitting diode (OLED) material and a phosphonophenylalanine mimic.

Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts

Herein we present a Bi-catalyzed cross-coupling of arylboronic acids with perfluoroalkyl sulfonate salts based on a Bi(III)/Bi(V) redox cycle. An electron-deficient sulfone ligand proved to be key for the successful implementation of this protocol, which allows the unusual construction of C(sp2)-O bonds using commercially available NaOTf and KONf as coupling partners. Preliminary mechanistic studies as well as theoretical investigations reveal the intermediacy of a highly electrophilic Bi(V) species, which rapidly eliminates phenyl triflate.

Perfluoroalkanosulfonyl fluoride-assisted Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols under air generating diphenylphosphinate esters

An efficient method for the synthesis of diphenylphosphinate esters via the Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols assisted by perfluoroalkanosulfonyl fluoride in the presence of triethylamine under air is achieved affording the corresponding diphenylphosphinate esters in moderate to good yields of 52–78%. The protocol features the use of non-toxic and stable perfluoroalkanosulfonyl fluoride and metal-free reaction conditions.

Aryl formate as bifunctional reagent: Applications in palladium-catalyzed carbonylative coupling reactions using in situ generated CO

After decades of development, carbonylation reactions have become one of the most powerful tools in modern organic synthesis. However, the requirement of CO gas limits the applications of such reactions. Reported herein is a versatile and practical protocol for carbonylative reactions which rely on the cooperation of phenyl formate and nonaflate, and the generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylations with C, N, and, O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yields. Transformers: A versatile and practical protocol for carbonylation reactions involve the cooperation of phenyl formate and nonaflate with generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylative couplings with C, N, and O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yield.

Cp*Li as a base: application to palladium-catalyzed cross-coupling reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes

The reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes in the presence of a catalytic amount of Pd(OAc)2 provided the alkynylated products in good yields by using Cp*Li (Cp*=1,2,3,4,5-pentamethylcyclopentadienyl) as a base.