Trifluoromethyl hypofluorite

Structural formula
General
Surname	Trifluoromethyl hypofluorite
Molecular formula	CF 4 O
Brief description	colorless gas
External identifiers / databases
CAS number 373-91-1 EC number 206-772-7 ECHA InfoCard 100.006.157 PubChem 78989 Wikidata Q7841508
properties
Molar mass	104.0 g mol −1
Physical state	gaseous
Melting point	−215 ° C
boiling point	−95 ° C
solubility	reacts with water
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Trifluoromethyl hypofluorite is a chemical compound from the group of organic fluorine compounds.

Extraction and presentation

Trifluoromethyl hypofluorite can be obtained by reacting carbonyl fluoride with fluorine in the presence of a metal fluoride such as potassium fluoride , rubidium fluoride or cesium fluoride at −78 ° C.

${\displaystyle \mathrm {F_{2}CO+F_{2}\longrightarrow F_{3}COF} }$

Methanol or carbon monoxide can also be used as a starting material for the reaction .

properties

Trifluoromethyl hypofluorite is a colorless, poisonous gas with a fluorine-like odor. It only reacts slowly with water and only thermally decomposes above 450 ° C. Below −95 ° C it is a straw yellow liquid. It is a powerful oxidizer .

use

It was used for the production of α-fluoroketones from silyl enol ethers.

Individual evidence

1. ↑ ^{a b c d e f g} Georg Brauer (Ed.), With the collaboration of Marianne Baudler u. a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume I, Ferdinand Enke, Stuttgart 1975, ISBN 3-432-02328-6 , p. 653.
2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
3. ↑ ADVANCES IN INORGANIC CHEMISTRY AND RADIOCHEMISTRY . Academic Press, 1961, ISBN 0-08-057852-7 , pp. 403 ( limited preview in Google Book search).
4. ^ WJ Middleton, EM Bingham: Alpha-Fluorination of carbonyl compounds with trifluoromethyl hypofluorite. In: Journal of the American Chemical Society. 102, 1980, pp. 4845-4846, doi : 10.1021 / ja00534a053 .