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Perfluoroalkanes are very stable because of the strength of the carbon–fluorine bond, one of the strongest in organic chemistry. [4] Its strength is a result of the electronegativity of fluorine imparting partial ionic character through partial charges on the carbon and fluorine atoms, which shorten and strengthen the bond (compared to carbon-hydrogen bonds) through favorable covalent ...
Carbon–fluorine bonds can have a bond dissociation energy (BDE) of up to 130 kcal/mol. [2] The BDE (strength of the bond) of C–F is higher than other carbon–halogen and carbon–hydrogen bonds. For example, the BDEs of the C–X bond within a CH 3 –X molecule is 115, 104.9, 83.7, 72.1, and 57.6 kcal/mol for X = fluorine, hydrogen ...
Carbon is stable in a fluorine atmosphere up to about 400 °C, but between 420-600 °C a reaction takes place to give substoichiometric carbon monofluoride, CF 0.68 appearing dark grey. With increasing temperature and fluorine pressure stoichiometries up to CF 1.12 are formed. With increasing fluorine content the colour changes from dark grey ...
Tetrafluoromethane is the product when any carbon compound, including carbon itself, is burned in an atmosphere of fluorine. With hydrocarbons, hydrogen fluoride is a coproduct. It was first reported in 1926. [7] It can also be prepared by the fluorination of carbon dioxide, carbon monoxide or phosgene with sulfur tetrafluoride.
The carbon–fluorine chemical bond of the organofluorine compounds is the strongest bond in organic chemistry. [113] Along with the low polarizability of the molecules, these are the most important factors contributing to the great stability of the organofluorines. [114]
The most common F-gases are hydrofluorocarbons (HFCs), which contain hydrogen, fluorine, and carbon. They are used in a multitude of applications including commercial refrigeration, industrial refrigeration, air-conditioning systems, heat pump equipment, and as blowing agents for foams, fire extinguishants, aerosol propellants, and solvents.
Fluorine is a chemical element; it has symbol F and atomic number 9. It is the lightest halogen [note 1] and exists at standard conditions as pale yellow diatomic gas. Fluorine is extremely reactive as it reacts with all other elements except for the light inert gases. It is highly toxic.
Introducing the carbon–fluorine bond to organic compounds is the major challenge for medicinal chemists using organofluorine chemistry, as the carbon–fluorine bond increases the probability of having a successful drug by about a factor of ten. [30] Over half of agricultural chemicals contain C-F bonds. A common example is trifluralin. [31]