356-45-6

Basic information

• Product Name: bis(pentafluoropropionyl) peroxide
• Synonyms: bis(pentafluoropropionyl) peroxide;Bis(2,2,3,3,3-pentafluoropropionyl) peroxide;Pentafluoro-propanoic acid pentafluoropropane-peroxoic anhydride;2,2,3,3,3-pentafluoroperoxypropionic acid 2,2,3,3,3-pentafluoropropanoyl ester;2,2,3,3,3-pentafluoropropanoyl 2,2,3,3,3-pentafluoropropaneperoxoate
• CAS NO: 356-45-6
• Molecular Formula: C₆F₁₀O₄
• Molecular Weight: 326.045832
• EINECS: 206-605-8
• Mol File: 356-45-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 96.6°Cat760mmHg
• Flash Point: 13°C
• Appearance: /
• Density: 1.723g/cm³
• Vapor Pressure: 43.3mmHg at 25°C
• Refractive Index: 1.295
• CAS DataBase Reference: bis(pentafluoropropionyl) peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: bis(pentafluoropropionyl) peroxide(356-45-6)
• EPA Substance Registry System: bis(pentafluoropropionyl) peroxide(356-45-6)

Safety Data

• Hazardous Substances Data: 356-45-6(Hazardous Substances Data)

Usage

General Description

Bis(pentafluoropropionyl) peroxide is a chemical compound with the molecular formula C10F10O4. It is a peroxide with two pentafluoropropionyl groups attached to the oxygen atom. bis(pentafluoropropionyl) peroxide is highly reactive and is used as a radical initiator in polymerization reactions. It is also used as a crosslinking agent in the production of polymers and elastomers. Bis(pentafluoropropionyl) peroxide is a powerful oxidizing agent and should be handled with caution due to its potential for explosive decomposition. It is important to follow strict safety protocols when working with this compound.

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

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

Downstream Products

• 595-49-3 2,2-dinitropropane 
• 67-64-1 acetone 
• 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 

Relevant articles and documents

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

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.