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Methoxymethyl fluoride

Methane. fluoromethoxy-
Names
IUPAC name fluoro(methoxy)methane
Other names fluorodimethyl ether; fluoro-methoxy-methane; fluoro-methyl-methyl ether; fluor-methyl-methyl-aether; monofluorodimethyl ether; fluormethyl-methylether; monofluor-dimethylether
Identifiers
CAS Number	460-22-0
3D model (JSmol)	Interactive image
ChemSpider	10323069
PubChem CID	14270170
InChI InChI=BSSAVAPAZUPJLX-UHFFFAOYSA-N
SMILES COCF
Properties
Chemical formula	C2H5FO
Molar mass	64.058903
Density	0.873 g/cm3
Boiling point	-28.817 °C at 760 mmHg
log P	0.021±0.251
Vapor pressure	4680.6162109375 mmHg
Hazards
Flash point	-46.844 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methoxymethyl fluoride is a compound with the formula C₂H₅FO. It is made of carbon, hydrogen, oxygen, and fluorine. It is named as such by the fact that both substituents off of the ether are methane, with the exception that fluorine substitutes at a hydrogen of one of the methanes. It is a common reactant in S_N2 reactions.

Properties

Hydrofluorocarbons (HFCs) are found to have low contribution to global warming as well as no adverse effect on the ozone layer due to the presence of hydrogen atoms. These hydrogen atoms lead to reduced stability, meaning zero ozone depletion potentials and reduced halogen global warming potentials. However, reduced stability also leads to increased flammability, which can make HFC compounds difficult to safely handle. Monofluoroalkanes are typically attacked by bases and occasionally heat, but each molecule’s chemical resistance gains strength with additional fluorine substitution. Perfluoroalkanes have higher densities and viscosities than hydrocarbons. At room temperature, they can only be attacked by sodium in liquid ammonia. Perfluoroalkanes are chemically and physically stable, nonflammable, physiologically inert, and have low solubility. They are sometimes used in the production of blood substitutes. Partially-fluorinated alkanes dissolve in many common solvents.

Environmental Factors

Concerns have risen about the greenhouse effects of Hydrofluoro Ethers (HFEs). Specifically, HFEs with two carbon atoms (such as methoxymethyl fluoride) due to green concerns. These concerns lie in the action kinetics of HFE (homolytic properties).

HFEs are sought as a replacement for CFCs because they reduced atmospheric life spans better than other possible replacement materials. Researchers are currently debating the Global Warming Potential of HFEs because of this. Adding more fluorine atoms to HFEs, for example, increases their volatility by lowering the evaporation temperature. In addition, adding more hydrogen atoms to them leads to shorter atmospheric life spans , but at the cost of inflammability concerns.

References

• http://www.ebuychem.com/product/460-22-0.html (different names of compound)

• Siegemund, Günter, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, and Blaine McKusick. "Fluorine Compounds, Organic." Ullmann's Encyclopedia of Industrial Chemistry. 2000. <http://onlinelibrary.wiley.com/doi/10.1002/14356007.a11_349/pdf>.

• http://www.chemspider.com/Chemical-Structure.10323069.html (accessed 00:53, Oct 19, 2012)

• http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=14270170

• http://www.chemsink.com/compound/14270170/

• Global Warming Potentials of Hydrofluoroethers. By Blowers, Paul; Molin, Dena Marie; Tetrault, Kyle F. et al. Environmental Science and Technology. Ver. 42 Issue 4. Pages 1301-1307. Journal. 2008.

• Global warming predictions for hydrofluoroethers with two carbon atoms. By Blowers, Paul; Tetrault, Kyle F.; Trujillo-Morehead, Yinla et al. Theoretical Chemistry Accounts. Ver. 119 Issue 4. Pages 369-381. Journal. 2008