356-45-6

Usage

Uses

Used in Polymerization Reactions:
Bis(pentafluoropropionyl) peroxide is utilized as a radical initiator in polymerization processes. Its high reactivity enables the efficient initiation of polymer chains, contributing to the formation of desired polymer structures.
Used in the Production of Polymers and Elastomers:
As a crosslinking agent, bis(pentafluoropropionyl) peroxide plays a crucial role in the production of polymers and elastomers. It helps in creating a network structure within these materials, enhancing their mechanical properties and performance characteristics.
Used in Oxidation Processes:
Due to its powerful oxidizing nature, bis(pentafluoropropionyl) peroxide can be employed in various oxidation processes across different industries. Its ability to accept electrons from other substances makes it a valuable agent for promoting oxidation reactions.
Used in Chemical Synthesis:
In the field of chemical synthesis, bis(pentafluoropropionyl) peroxide can be used as a reagent to produce a variety of complex organic compounds. Its unique properties allow for selective reactions that can lead to the formation of specific target molecules.
Used in Specialty Applications:
Given its high reactivity and oxidizing capabilities, bis(pentafluoropropionyl) peroxide may also find use in specialty applications where its specific properties are required. These could include niche areas within the chemical, pharmaceutical, or materials science industries.

InChI:InChI=1/C6F10O4/c7-3(8,5(11,12)13)1(17)19-20-2(18)4(9,10)6(14,15)16

Upstream product

• 116-15-4 perfluoropropylene 
• 422-61-7 perfluoropropanoyl fluoride 
• 356-42-3 2,2,3,3,3-pentafluoropropanoic anhydride 

Downstream Products

• 422-64-0 pentafluoropropionic acid 
• 168087-02-3 vinyl(pentafluorocyclopropane) 
• 378-77-8 sodium pentafluoropropionate 
• 354-72-3 Pentafluor-nitrosoethan 
• 354-33-6 1,1,1,2,2-pentafluoroethane 
• 355-25-9 perfluorobutane 
• 624-45-3 levulinic acid methyl ester 
• 78-93-3 butanone 
• 67-64-1 acetone 
• 595-49-3 2,2-dinitropropane 

Relevant academic research and scientific papers

1,2-Bis-perfluoroalkylations of alkenes and alkynes with perfluorocarboxylic anhydrides: Via the formation of perfluoroalkylcopper intermediates

A novel, Cu-mediated protocol toward the 1,2-bis-perfluoroalkyaltion of alkenes/alkynes was developed. The method proceeded with perfluorocarboxylic anhydrides as inexpensive and readily available perfluoroalkyl sources. Diacyl peroxide was generated in situ from the perfluorocarboxylic anhydrides and H2O2. The key step in this reaction is the formation of a stable perfluoroalkylcopper intermediate that is achieved with the aid of a bipyridyl ligand. Subsequent reaction of the intermediate with perfluoroalkyl-containing alkyl or vinyl radicals affords the desired products. This journal is

Metal-free alkene oxy- and amino-perfluoroalkylations: Via carbocation formation by using perfluoro acid anhydrides: Unique reactivity between styrenes and perfluoro diacyl peroxides

We present a strategy for metal-free, alkene difunctionalization-type, oxy- and amino-perfluoroalkylations, using perfluoro acid anhydrides as practical and user-friendly perfluoroalkyl sources. This method provides efficient access to oxy-perfluoroalkylation products via carbocation formation due to the unique reactivity between styrenes and bis(perfluoroacyl) peroxides generated in situ from perfluoro acid anhydrides. This reaction is also applicable to metal-free intramolecular amino-perfluoroalkylation of styrenes bearing a pendant amino group. Synthetic utility of the oxy-trifluoromethylation products was confirmed by demonstrating derivatization via hydrolysis, elimination, and acid-catalyzed substitution with carbon nucleophiles. The mechanism of the carbocation formation was investigated experimentally and theoretically.

Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides

Perfluoroalkyl radicals, generated by thermal decomposition of perfluorodiacyl peroxides, react selectively with quinone rings of 1,4-naphthoquinones. In the presence of a non-conjugated alkene such as 1-hexene, perfluoroalkyl radicals add to the double bonds of the olefin forming a radical adduct, which selectively adds to the naphthoquinone ring. Several perfluorodiacyl peroxides have been synthesized and used for the direct and alkene-mediated functionalization of naphthoquinones. Geometrical parameters and electron density topology of all perfluorodiacyl peroxides have been calculated by the density functional formalism and quantum theory of atoms in molecules to attempt a rationalization of the experimental reactivity.

Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides

Perfluoroalkyl radicals, generated by thermal decomposition of perfluorodiacyl peroxides, react selectively with quinone rings of 1,4-naphthoquinones. In the presence of a non-conjugated alkene such as 1-hexene, perfluoroalkyl radicals add to the double bonds of the olefin forming a radical adduct, which selectively adds to the naphthoquinone ring. Several perfluorodiacyl peroxides have been synthesized and used for the direct and alkene-mediated functionalization of naphthoquinones. Geometrical parameters and electron density topology of all perfluorodiacyl peroxides have been calculated by the density functional formalism and quantum theory of atoms in molecules to attempt a rationalization of the experimental reactivity.

Compositions including fluorinated peroxides, methods of making, and the use thereof

Methods of making compositions including fluorinated peroxides are disclosed. The compositions are useful, for example, for reacting with organic compounds. In one embodiment, novel peroxides are provided.

A novel catalytic pathway for perfluoroacyl peroxide synthesis

matrix presented A new catalytic method for synthesis of bis(perfluoroacyl) peroxides (BPFAP) was elaborated by using hydrogen peroxide and perfluoroacyl anhydrides. The desired BPFAP were formed quantitatively in situ when perfluoroacyl anhydride was mixed with hydrogen peroxide (ratio ≥ 2:1) in the presence of a catalytic amount of the carboxylate RfCOO- M+. The essentially irreversible character of this process was shown experimentally and supported on the basis of DFT calculations. The synthesis of new acetyltrifluoroacetyl peroxides is also described.