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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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.