Difluoroacetylene
   HOME

TheInfoList



OR:

Difluoroacetylene is a compound of
carbon Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...
and
fluorine Fluorine is a chemical element; it has Chemical symbol, symbol F and atomic number 9. It is the lightest halogen and exists at Standard temperature and pressure, standard conditions as pale yellow Diatomic molecule, diatomic gas. Fluorine is extre ...
having molecular formula . A linear molecule, its two carbons are joined by a triple bond and have terminal fluorines: . The molecule is the
perfluorocarbon Fluorocarbons are chemical compounds with carbon-fluorine bonds. Compounds that contain many C-F bonds often have distinctive properties, e.g., enhanced stability, volatility, and hydrophobicity. Several fluorocarbons and their derivatives are ...
analog of
acetylene Acetylene (Chemical nomenclature, systematic name: ethyne) is a chemical compound with the formula and structure . It is a hydrocarbon and the simplest alkyne. This colorless gas is widely used as a fuel and a chemical building block. It is u ...
, . Preparation of difluoroacetylene is difficult, with danger of
explosions An explosion is a rapid expansion in volume of a given amount of matter associated with an extreme outward release of energy, usually with the generation of high temperatures and release of high-pressure gases. Explosions may also be generate ...
and with low yields. Nevertheless, the compound has been made, isolated, and characterized by various spectroscopical methods (MS,
NMR Nuclear magnetic resonance (NMR) is a physical phenomenon in which atomic nucleus, nuclei in a strong constant magnetic field are disturbed by a weak oscillating magnetic field (in the near and far field, near field) and respond by producing ...
, Photoelectron- and
IR spectroscopy Infrared spectroscopy (IR spectroscopy or vibrational spectroscopy) is the measurement of the interaction of infrared radiation with matter by absorption, emission, or reflection. It is used to study and identify chemical substances or functio ...
). The compound is of interest as a precursor to
fluoropolymers A fluoropolymer is a fluorocarbon-based polymer with multiple carbon–fluorine bonds. It is characterized by a high resistance to solvents, acids, and Base (chemistry), bases. The best known fluoropolymer is polytetrafluoroethylene under the bra ...
containing double bonds, analogous to
polyacetylene Polyacetylene (IUPAC name: polyethyne) usually refers to an organic polymer with the repeating unit . The name refers to its conceptual construction from polymerization of acetylene to give a chain with repeating olefin groups. This compound is ...
. Difluoroacetylene is stable in the gaseous phase under low pressure. At liquid nitrogen temperature, it is slowly changing to tetrafluorobutatriene, most likely through an intermediate of difluorovinylidene.


See also

Higher halogen homologues: * Dichloroacetylene * Dibromoacetylene * Diiodoacetylene


References


Bibliography

*{{cite book , last1=Trifu, first1=Roxana Melita , title=Homopolymers of dihaloacetylenes (Ph.D. thesis, University of Illinois at Chicago) , year=1999 Dihaloacetylenes Fluorocarbons