Bromofluoromethane

From Wikipedia, the free encyclopedia

Bromofluoromethane

IUPAC name	Bromofluoromethane
Other names	Bromofluoromethylene, CFC 31B1, R 31B1
Identifiers
CAS number	[373-52-4]
PubChem	61108
SMILES	C(F)Br
InChI	1/CH2BrF/c2-1-3/h1H2
Properties
Molecular formula	CH₂BrF
Molar mass	112.93 g/mol
Appearance	Gas
Boiling point	19 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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).

1 Preparation
2 Uses
3 See also
4 References
5 External sources

[edit] 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^[1].

[edit] 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.

[edit] See also

[edit] References

^ Debrominating dibromofluoromethane with tributyltin hydride

G. Cazzoli, C. Puzzarini, A. Baldacci and A. Baldan (2007). "Determination of the molecular dipole moment of bromofluoromethane: microwave Stark spectra and ab initio calculations". J. Mol. Spectrosc. 241 (115).