Bromofluoromethane

Chembox new
ImageFile = Bromofluoromethane.png ImageSize = 120px
IUPACName = Bromofluoromethane
OtherNames = Bromofluoromethylene, CFC 31B1, R 31B1
Section1 = Chembox Identifiers
CASNo = 373-52-4
PubChem = 61108
SMILES = C(F)Br
InChI = 1/CH2BrF/c2-1-3/h1H2
Section2 = Chembox Properties
Formula = CH₂BrF
MolarMass = 112.93 g/mol
Appearance = Gas
Density =
MeltingPt =
BoilingPt = 19 °C
Solubility =
Section3 = Chembox Structure
CrystalStruct =
Coordination =
MolShape = Tetrahedral
Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =

Bromofluoromethane is a mixed gaseous halomethane soluble in alcohol and very soluble in chloroform.

Its standard molar entropy, "S"^o_gas is 276.3 J/(mol K) and heat capacity, "c_p" is 49.2 J/(mol K).

Preparation

Up to date, it has been prepared by three prevailingly ineffective methods:
# From salts of fluoroacetic acid using a Hunsdiecker type of reaction.
# From dibromofluoromethane by reductive debromination with a Swarts reagent.
# From a dihalomethane by an halogen exchange reaction or from a halomethane by catalyzed bromination or fluorination.The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin hydride [ [http://www.freepatentsonline.com/5189229.html Debrominating dibromofluoromethane with tributyltin hydride] ] .

Uses

Bromofluoromethane is an important reagent in the manufacture of intermediates, pharmaceuticals and other chemicals. Usage of bromofluoromethane is regulated due to its ozone depletion potential (0.73). Its isotopomer CH₂Br¹⁸F is used in radiochemistry.

See also

* Haloalkane
* Halomethane
* Fluoromethane
* Bromomethane
* Difluoromethane
* Dibromomethane

References

*cite journal | author = G. Cazzoli, C. Puzzarini, A. Baldacci and A. Baldan | date = 2007 | title = Determination of the molecular dipole moment of bromofluoromethane: microwave Stark spectra and ab initio calculations | journal = J. Mol. Spectrosc. | volume = 241 | issue = 115 | pages = | pmid = | doi = | url = | accessdate = 2007-06-29

External sources

* [http://msa.lib.ohio-state.edu/suppmat/v241.i1.pp112-115//mmc1.pdf Determination of the molecular dipole moment of bromofluoromethane]