Bromofluoromethane
Encyclopedia
Bromofluoromethane is a mixed gaseous halomethane
soluble in alcohol
and very soluble in chloroform
.
Its standard molar entropy
, Sogas is 276.3 J/(mol K) and heat capacity
, cp is 49.2 J/(mol K).
The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin hydride.
(0.73). Its isotopomer CH2Br18F is used in radiochemistry.
Halomethane
Halomethane compounds are derivatives of methane with one or more of the hydrogen atoms replaced with halogen atoms . Halomethanes are both naturally occurring, especially in marine environments, and man-made, most notably as refrigerants, solvents, propellants, and fumigants...
soluble in alcohol
Alcohol
In chemistry, an alcohol is an organic compound in which the hydroxy functional group is bound to a carbon atom. In particular, this carbon center should be saturated, having single bonds to three other atoms....
and very soluble in chloroform
Chloroform
Chloroform is an organic compound with formula CHCl3. It is one of the four chloromethanes. The colorless, sweet-smelling, dense liquid is a trihalomethane, and is considered somewhat hazardous...
.
Its standard molar entropy
Standard molar entropy
In chemistry, the standard molar entropy is the entropy content of one mole of substance, under standard conditions ....
, S
Heat capacity
Heat capacity , or thermal capacity, is the measurable physical quantity that characterizes the amount of heat required to change a substance's temperature by a given amount...
, cp is 49.2 J/(mol K).
Preparation
Up to date, it has been prepared by three prevailingly ineffective methods:- From salts of fluoroacetic acidFluoroacetic acidFluoroacetic acid is a compound with formula H. It is between acetic acid and trifluoroacetic acid....
using a Hunsdiecker type of reaction. - From dibromofluoromethaneDibromofluoromethaneDibromofluoromethane is a mixed halomethane. It is soluble in alcohol, acetone, benzene and chloroform.It can be used to prepare bromofluoromethane by reductive debromination with organotin hydride as tributyltin hydride....
by reductive debromination with a Swarts reagent. - From a dihalomethane by an halogen exchange reaction or from a halomethane by catalyzed brominationHalogenationHalogenation is a chemical reaction that incorporates a halogen atom into a molecule in substitution of hydrogen atom. Halogenation takes place in the gas phase. There are four types of halogenation: fluorination, chlorination, bromination, and iodination...
or fluorinationHalogenationHalogenation is a chemical reaction that incorporates a halogen atom into a molecule in substitution of hydrogen atom. Halogenation takes place in the gas phase. There are four types of halogenation: fluorination, chlorination, bromination, and iodination...
.
The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin 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 potentialOzone depletion potential
The ozone depletion potential of a chemical compound is the relative amount of degradation to the ozone layer it can cause, with trichlorofluoromethane being fixed at an ODP of 1.0. Chlorodifluoromethane , for example, has an ODP of 0.055...
(0.73). Its isotopomer CH2Br18F is used in radiochemistry.