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Perfluoro-2-methyl-2-pentene

CAS No.1584-03-8
Chemical Name:Perfluoro-2-methyl-2-pentene
CBNumber:CB9499175
Molecular Formula:C6F12
Formula Weight:300.05
MOL File:1584-03-8.mol

Perfluoro-2-methyl-2-pentene Property

Melting point 48-50 °C
Boiling point 53-61 °C(lit.)
Density 1.622 g/mL at 25 °C(lit.)
vapor pressure 4.31 psi ( 20 °C)
Flash point 10 °F
refractive index ca. 1.3
storage temp. Flammables area
form Liquid
Specific Gravity 1.62
color Clear colorless to light yellow
Water Solubility insoluble
InChI InChI=1S/C6F12/c7-2(3(8,9)6(16,17)18)1(4(10,11)12)5(13,14)15
InChIKey FAEGGADNHFKDQX-UHFFFAOYSA-N
SMILES C(F)(F)(F)/C(/C(F)(F)F)=C(\F)/C(F)(F)C(F)(F)F
CAS DataBase Reference 1584-03-8(CAS DataBase Reference)
NIST Chemistry Reference Perfluoro-2-methyl-2-pentene(1584-03-8)
EPA Substance Registry System Perfluoro(2-methylpent-2-ene) (1584-03-8)

Safety

Hazard Codes :F,Xi
Risk Statements :11
Safety Statements :16-29-33
RIDADR :UN 1993 3/PG 2
WGK Germany :3
Hazard Note :Irritant
HazardClass :3
PackingGroup :II
HS Code :29033990

NFPA 704:

	3
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H225
Precautionary statements P210-P240-P241-P280a-P303+P361+P353-P501a

Perfluoro-2-methyl-2-pentene Chemical Properties,Usage,Production

Chemical Properties clear colourless to light yellow liquid
Uses Hexafluoropropene Dimer is used in the production of waterproof and oilproof Si/F-modified polyurethane finishing agent for textile and leather. Hexafluoropropene Dimer is also used as a blowing agent for manufacture of polyurethane foams.
Reactions Perfluoro-2-methyl-2-pentene reacts withα-oxides in the presence of CsF, like perfluoro isobutylene. Olefins containing a perfluoro(dimethylpropyl)methyl group and cesium perfluoro-2-methyl-penten-3-olate are formed.
The reaction of this compound with epichlorohydrin in the presence of CSP results in the formation of trans-1,1,1,7,7,8,8,9,9,9-decafluoro-2,6,6-tris(trifluoromethyl)-4-nonene, 2-fluoro-2-pentafluoroethyl-3,3-bis(trifluoromethyl)-5-[α,α-(hydro-β,β-bis(trifluoromethyl)perfluoroamyl] tetrahydrofuran, and 2-H-perfluoro-2-methylpentane.
The hexafluoropropylene dimer perfluoro-2-methyl-2-pentene is partially converted under the action of CsF into the thermodynamically most stable hexafluoropropylene trimer perfluoro-2,4-dimiethyl-3-heptene[1].
It reacts with alcohols to give either fluorine substitution products or addition products, depending on the amount of essential catalyst used. Alcohols containing branched substituents give another product in addition to those derived from the substitution of a vinyl fluorine atom in perfluoro-2-methyl-2-pentene, namely isomeric vinyl ethers, which are derivatives of perfluoro-2-methyl-1-pentene[2].
References [1] L. L. Gervits, I. L. Knunyants, K. N. Makarov. “Reaction of perfluoro-2-methyl-2-pentene and perfluoroisobutylene with α-oxides in the presence of cesium fluoride.” Russian Chemical Bulletin 30 5 (1981): 846–852.
[2] V. F. Snegirev, K. N. Makarov. “Reaction of perfluoro-2-methylpent-2-ene with oxygen nucleophiles.” Russian Chemical Bulletin 35 1 (1986): 91–103.