67641-28-5

Basic information

• Product Name: PENTAFLUOROALLYL FLUOROSULFATE
• Synonyms: PENTAFLUOROALLYL FLUOROSULFATE;PENTAFLUOROALLYL FLUOROSULPHATE;PERFLUOROALLYLFLUOROSULFATE;1,1,2,3,3-Pentafluoroprop-2-en-1-yl sulphurofluoridoate, Perfluoroallyl fluorosulphate;1,1,2,3,3-Pentafluoro-3-fluorosulfonyloxyprop-1-ene
• CAS NO: 67641-28-5
• Molecular Formula: C₃F₆O₃S
• Molecular Weight: 230.09
• Mol File: 67641-28-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 63-64°C
• Appearance: /
• Density: 1.751±0.06 g/cm3(Predicted)
• CAS DataBase Reference: PENTAFLUOROALLYL FLUOROSULFATE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTAFLUOROALLYL FLUOROSULFATE(67641-28-5)
• EPA Substance Registry System: PENTAFLUOROALLYL FLUOROSULFATE(67641-28-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• Hazardous Substances Data: 67641-28-5(Hazardous Substances Data)

Usage

Description

PENTAFLUOROALLYL FLUOROSULFATE is a chemical compound with a unique molecular structure that features a pentafluoroallyl group and a fluorosulfate group. It is known for its highly reactive nature and ability to participate in a variety of chemical reactions, making it a valuable building block in organic synthesis, especially for the preparation of fluorinated compounds and polymers. Due to its potential hazardous properties, including being a strong irritant and corrosive substance, it is crucial to handle PENTAFLUOROALLYL FLUOROSULFATE with proper safety precautions.

Uses

Used in Organic Synthesis:
PENTAFLUOROALLYL FLUOROSULFATE is used as a versatile building block for the preparation of various fluorinated compounds and polymers. Its highly reactive nature allows it to undergo a range of chemical reactions, making it valuable in the development of new materials and pharmaceuticals.
Used in Material Development:
PENTAFLUOROALLYL FLUOROSULFATE is used as a key component in the creation of new materials, leveraging its reactivity to form complex structures and compounds that can be applied in various industries.
Used in Pharmaceutical Development:
PENTAFLUOROALLYL FLUOROSULFATE is used as a starting material in the synthesis of pharmaceuticals, where its unique properties can contribute to the development of novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
PENTAFLUOROALLYL FLUOROSULFATE is utilized in research settings to study its reactivity and explore its potential applications in various chemical processes and reactions.
Used in Specialty Chemical Production:
PENTAFLUOROALLYL FLUOROSULFATE is used in the production of specialty chemicals that require its specific reactivity and properties, such as in the creation of advanced coatings, adhesives, or other high-performance materials.

Upstream product

• 116-15-4 perfluoropropylene 

Downstream Products

• 3107-98-0 dimethyl Octafluoroadipate 
• 84424-44-2 perfluoroisopropyl allyl ether 
• 116-15-4 perfluoropropylene 
• 431-65-2 perfluoroallyl iodide 
• 431-56-1 3-Brom-1,1,2,3,3-pentafluor-prop-1-en 
• 37881-62-2 perfluoroadipic acid difluoride 
• 84424-47-5 pentafluorophenyl perfluoroallyl ether 
• 1331854-53-5 2,4-dinitrophenyl perfluoroallyl ether 
• 1331854-51-3 p-nitrophenyl perfluoroallyl ether 
• 1331854-41-1 C₉F₁₀O₄S 
• 67641-44-5 1,1,2,3,3-pentafluoro-3-(perfluoromethoxy)prop-1-ene 
• 136101-75-2 1,1,2,3,3-pentafluoro-3-(perfluoroethoxy)prop-1-ene 
• 433-68-1 trifluoroacrylic acid 
• 473-87-0 2-fluoromalonic acid 

Relevant articles and documents

Perfluoro allyl fluorosulfate (FAFS): A versatile building block for new fluoroallylic compounds

In this study we will present and discuss both the synthesis of CF 2=CFCF2OSO2F (perfluoroallyl fluorosulfate, FAFS), focusing in particular on the important role of C3F 6/SO3 ratio, reaction temperature and boron catalyst/SO3 ratio on FAFS' yield and selectivity, as well as a wide variety of ionic and radical reactions possible with FAFS. We focused our attention on reactions of FAFS with aliphatic and aromatic alcohols, acyl halides, halides, H2O2, ketones and radicals whose synthesis and reaction mechanisms will be presented and discussed. Particular attention will be devoted to the novel diallyl-fluoroalkyl peroxide obtained. Factors such as pKa and Lowry and Pearson's Hard/Soft Acid-Base Theory which determine the selectivity between Addition/Elimination vs. Nucleophilic Substitution reaction mechanisms on FAFS will also be presented and discussed.

β-Substituted polyfluoropropionate salts and derivatives

β-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.

Perfluoroallyl fluorosulfate and its sultone and polymers

Hexafluoropropene is reacted with liquid sulfur trioxide in the presence of boric oxide, boron trichloride, boron trifluoride, tri(lower alkyl) borate, boron trioxychloride or boron trioxyfluoride at from 0° C. to 150° C. to form perfluoroallyl fluorosulfate and the sultone thereof. The perfluoroallyl fluorosulfate can be homopolymerized or copolymerized with various fluoroethylenes to form resins useful as ion exchange resins or catalysts. The fluorosulfate groups on the resins can be hydrolyzed to form carboxylic acid groups or various corresponding salts. The sultone of perfluoroallyl fluorosulfate can be rearranged to form β-fluorocarbonyl-β-fluorosulfonyl-trifluorethyl fluorosulfate.