58349-49-8

Usage

Uses

Used in Chemical Production:
(2E)-1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene is used as a building block for the production of various fluorine-containing organic chemicals, such as pharmaceuticals, agrochemicals, and specialty polymers. Its high reactivity and fluorine content make it a valuable component in these applications.
Used in Refrigeration Industry:
(2E)-1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene is used as a refrigerant due to its chemical stability and heat resistance. These properties make it suitable for use in refrigeration systems.
Used in Fluoropolymer Manufacturing:
(2E)-1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene is used in the manufacturing of fluoropolymers, which are known for their exceptional chemical and thermal stability. Its high level of fluorine substitution contributes to the desirable properties of these polymers.
Used in Industrial Applications:
(2E)-1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene is used in various industrial applications due to its strong chemical stability and resistance to heat. This makes it a valuable component in a wide range of industries.

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 116-15-4 perfluoropropylene 
• 376-87-4 perfluoropent-1-ene 
• 855719-07-2 tetrafluoroethyl alcohol 
• 66794-26-1 perfluoro(ethylcyclopropane) 
• 115264-37-4 2,3-Dibromo-1,1,1,2,3,4,4,5,5,5-decafluoro-pentane 

Relevant academic research and scientific papers

Fluoroolefin condensation catalyzed by aluminum chlorofluoride

High-fluorine-content aluminum chlorofluoride, as prepared by Cl/F exchange of aluminum chloride with one of a number of organofluorine compounds, is a very active Lewis acid capable of condensing an allylic fluoride with another fluoroolefin at low temperature. In addition to a description of broader scope, details of the selective reaction of hexafluoropropene with tetrafluoroethylene to form F-pentene-2 are presented along with evidence supporting polyfluoroallyl cationic species as intermediates. Ab initio calculations confirm the feasibility of the proposed mechanism and further suggest that 1,3-fluorine shifts in fluorocarbocations are energetically accessible at modest temperatures. Revised heats of formation for C3F8 (ΔH0f = - 1750 ± 12.4 kJ mol-1) and HFP (ΔH0f = - 1128 ± 5 kJ mol-1) have been calculated. Fluoride affinities of some simple metallohalogens are reported.

ELECTROPHILIC ISOMERIZATION OF SUBSTITUTED PERFLUOROCYCLOPROPANES UNDER THE EFFECT OF SbF5

Perfluoro(alkoxycyclopropanes) are isomerized on heating in the presence of SbF5 into perfluoro(2-alkoxypropylenes), while perfluoro(alkylcyclopropanes) are isomerized into the corresponding internal fluoroolefins under the effect of SbF5.

ISOMERIC COMPOSITION OF THE PRODUCTS FROM THE REACTION OF POLY- AND PERFLUORO-1-ALKENES WITH ALKALI-METAL FLUORIDES IN APROTIC SOLVENTS

The reaction of normal perfluoro-1-alkenes with alkali-metal fluorides in polar aprotic solvents was investigated, and the isomeric composition of the products was determined.The rearrangement of perfluorinated olefins catalyzed by the fluoride ion is stereoselective and leads to the preferential formation of the trans isomers of internal perfluoroalkenes.This is explained from the standpoint of a carbanionic mechanism.The (19)F NMR spectra of the cis and trans isomers of the perfluoroalkenes were obtained, and their relationships are discussed.For the cis isomers the signals of all the groups in the (19)F NMR spectrum are observed in the downfield region from the corresponding signals of the trans isomers.This effect is strongest for substituents situated directly at the double bond.