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2,2,2-Trifluoroethyl vinyl ether

CAS No.
406-90-6
Chemical Name:
2,2,2-Trifluoroethyl vinyl ether
Synonyms
fluroxene;Fluroxen;fluoromar;fluorxene;floroxene;fluooxene;fluoroxene;Flurossene;trifluoroethylvinylether;2,2,2-trifluoroethoxyethylene
CBNumber:
CB5761492
Molecular Formula:
C4H5F3O
Molecular Weight:
126.08
MDL Number:
MFCD00864407
MOL File:
406-90-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:53:40

2,2,2-Trifluoroethyl vinyl ether Properties

Boiling point 42-43°C
Density 1,135 g/cm3
refractive index 1.3192
Flash point -30°C
storage temp. 2-8°C
form A liquid
Water Solubility 4mg/L(temperature not stated)
Merck 14,4202
BRN 1745876
Henry's Law Constant 5.4×10-4 mol/(m3Pa) at 25℃, Fogg and Sangster (2003)
Exposure limits NIOSH: Ceiling 2 ppm(10.3 mg/m3)
InChI InChI=1S/C4H5F3O/c1-2-8-3-4(5,6)7/h2H,1,3H2
InChIKey DLEGDLSLRSOURQ-UHFFFAOYSA-N
SMILES C=COCC(F)(F)F
CAS DataBase Reference 406-90-6(CAS DataBase Reference)
FDA UNII FO7JHA3G03
EPA Substance Registry System Ethene, (2,2,2-trifluoroethoxy)- (406-90-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Corrosion (GHS05)Health Hazard (GHS08)
GHS02,GHS05,GHS08
Signal word  Danger
Hazard statements  H225-H318-H341
Precautionary statements  P210-P260-P280-P308+P313
Hazard Codes  F,Xi
Risk Statements  11-41-10
Safety Statements  16-36-39-26
RIDADR  1993
OEL Ceiling: 2 ppm (10.3 mg/m3) [60-minute] [*Note: REL for exposure to waste anesthetic gas.]
RTECS  KO4250000
Hazard Note  Flammable
TSCA  TSCA listed
HazardClass  3
PackingGroup  II
HS Code  2909199090
Toxicity mmo-sat 3 pph/2H MUREAV 58,183,78
NFPA 704
3
0 0

2,2,2-Trifluoroethyl vinyl ether price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific PC4526 2,2,2-Trifluoroethyl vinyl ether 97% 406-90-6 1g $804 2026-06-04 Buy
Apolloscientific PC4526 2,2,2-Trifluoroethyl vinyl ether 97% 406-90-6 5g $2787 2026-06-04 Buy
SynQuest Laboratories 2307-3-05 2,2,2-Trifluoroethyl vinyl ether 97% 406-90-6 2g $195 2026-05-22 Buy
SynQuest Laboratories 2307-3-05 2,2,2-Trifluoroethyl vinyl ether 97% 406-90-6 5g $425 2026-05-22 Buy
SynQuest Laboratories 2307-3-05 2,2,2-Trifluoroethyl vinyl ether 97% 406-90-6 10g $750 2026-05-22 Buy
Product number Packaging Price Buy
PC4526 1g $804 Buy
PC4526 5g $2787 Buy
2307-3-05 2g $195 Buy
2307-3-05 5g $425 Buy
2307-3-05 10g $750 Buy

2,2,2-Trifluoroethyl vinyl ether Chemical Properties, Uses, Production

Description

Fluroxene , 2,2,2-trifluoro-1- vinyloxyethane, is a colorless liquid with a pungent odor. It is inflammable and, at concentrations above 4 %, explosive in air. Fluroxene (MAC3.4) generally is used in a mixture with oxygen and nitrous oxide. Several cases of liver damage have been observed.

Originator

Fluoromar, Ohio Medical, US ,1961

Uses

Ca channel blocker, coronary vasodilator

Definition

ChEBI: Fluroxene is an organofluorine compound.

Manufacturing Process

The following process description is taken from US Patent 2,830,007.
270 grams 2,2,2-trifluoroethanol was added slowly to 15 grams of a cooled suspension of potassium metal in 250 ml of ethyl ether with stirring. When all the potassium metal had reacted, the resulting solution was fractionally distilled in order to remove the ethyl ether. The residue was placed in a bomb and the air was removed from the bomb by flushing with acetylene. The bomb was sealed and heated to 150°C. Acetylene was then introduced at 245 to 260 psi and the gas pressure was maintained for a period of 5 hours under mechanical agitation throughout the reaction. At the end of this time, heating was discontinued, the flow of acetylene was shut off and the bomb was allowed to cool to room temperature. The excess pressure in the bomb was reduced to atmospheric pressure by venting any gases through a dry ice cooled trap.
The reaction mixture comprising 2,2,2-trifluoroethyl vinyl ether, 2.2.2trifluoroethanol and potassium 2,2,2-trifluoroethylate was fractionally distilled, whereupon crude 2,2,2-trifluoroethyl vinyl ether was obtained which boiled at 42° to 45°C at 760 mm. More 2,2,2-trifluoroethyl vinyl ether was obtained when the distillation residue was returned to the bomb and reacted with acetylene in the same manner as hereinabove described.
The alkali metal hydroxides, instead of the alkali metals per se, can be employed to produce the alkali metal 2,2,2-trifluoroethanolate. However, this introduces water in the reaction mixture which requires removal prior to vinylation with acetylene. The crude products, on further distillation, yielded 2,2,2-trifluoroethyl vinyl ether having a boiling point of 43.1°C at 759 mm.

Therapeutic Function

Inhalation anesthetic

General Description

Volatile Liquid. Bp: 43°C. Density: 1.14 g cm-3 . Formerly used as an inhalation anesthetic.

Reactivity Profile

2,2,2-TRIFLUOROETHYL VINYL ETHER is non-flammable but combustible. Can form explosive mixtures with air. Reacts with strong oxidizing agents.

Safety Profile

Poison by inhalation. Moderately toxic by intraperitoneal route. An experimental teratogen. Human systemic effects by inhalation: jaundice and liver function tests impaired. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of F-. Used as an anesthetic. See also FLUORIDES and ETHERS.

Synthesis

The compound is prepared by catalytic vinylation of 2,2,2-trifluoroethanol in the presence of alkali-metal trifluoroethoxide :
Synthesis_406-90-6

2,2,2-Trifluoroethyl vinyl ether Preparation Products And Raw materials

Raw materials

Preparation Products

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fluoroxene fluorxene trifluoroethylvinylether 2,2,2-TRIFLUOROETHYL VINYL ETHER, 97%, STAB. WITH 0.1% TRIET 2,2,2-Trifluoroethyl vinyl ether, 97%, stab. Fluroxen (2,2,2-Trifluoroethoxy)ethene, Fluoroxene fluoromar 2,2,2-Trifluoroethyl vinyl ether 97% 2,2,2-Trifluoroethylvinylether97% 2,2,2-trifluoroethoxyethylene (2,2,2-Trifluoroethoxy)ethylene, Fluroxene Flurossene 2,2,2-Trifluoroethyl vinyl ether, stabilized (2,2,2-trifluoroethoxy)-ethen (2,2,2-trifluoroethoxy)ethene ethene,(2,2,2-trifluoroethoxy)- ether,2,2,2-trifluoroethylvinyl floroxene fluooxene Fluroxene (2,2,2-Trifluoroethyl vinyl ether) fluroxene 2,2,2-Trifluoroethyl vinyl ether 406-90-6 H2CCHOCH2CF3 CARDIZEM