Bromofluoromethane is a mixed gaseous
halomethane soluble in
alcohol and very soluble in
chloroform.
Its
standard molar entropy
In chemistry, the standard molar entropy is the entropy content of one mole of pure substance at a standard state of pressure and any temperature of interest. These are often (but not necessarily) chosen to be the standard temperature and pressu ...
, ''S''
ogas is 276.3 J/(mol K) and
heat capacity
Heat capacity or thermal capacity is a physical property of matter, defined as the amount of heat to be supplied to an object to produce a unit change in its temperature. The SI unit of heat capacity is joule per kelvin (J/K).
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
Fluoroacetic acid is a organofluorine compound with formula CH2FCO2H. It is a colorless solid that is noted for its relatively high toxicity. The conjugate base, fluoroacetate occurs naturally in at least 40 plants in Australia, Brazil, and Afric ...
using a Hunsdiecker type of reaction.
# From
dibromofluoromethane
Dibromofluoromethane is a mixed halomethane. It is soluble in alcohol, acetone, benzene and chloroform.
Applications
It can be used to prepare bromofluoromethane by reductive debromination with organotin hydride as tributyltin hydride.
Reg ...
by reductive debromination with a Swarts reagent.
# From a dihalomethane by an halogen exchange reaction or from a halomethane by catalyzed
bromination
In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polyme ...
or
fluorination
In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, ...
.
The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin hydride.
Debrominating dibromofluoromethane with tributyltin hydride
/ref>
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
The ozone depletion potential (ODP) of a chemical compound is the relative amount of degradation to the ozone layer it can cause, with trichlorofluoromethane (R-11 or CFC-11) being fixed at an ODP of 1.0. Chlorodifluoromethane (R-22), for exampl ...
(0.73). Its isotopomer CH2Br18F contains fluorine-18 (18F) and is used in radiochemistry.
Supplier
Valliscor
located in Corvallis, Oregon, specializes in bromofluoromethane production generating purities in the 99.9% or greater range.
References
*
External sources
Determination of the molecular dipole moment of bromofluoromethane
* http://www.valliscor.com/bromofluoromethane
{{Halomethanes
Halomethanes
Organobromides
Organofluorides