Bromofluoromethane

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

Bromofluoromethane

Names
Preferred IUPAC name Bromo(fluoro)methane
Other names Bromofluoromethane Bromofluoromethylene CFC 31B1 R 31B1
Identifiers
CAS Number	373-52-4 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	55059 Y
ECHA InfoCard	100.117.922
PubChem CID	61108
UNII	22205E7CEM Y
CompTox Dashboard (EPA)	DTXSID3074319
InChI InChI=1S/CH2BrF/c2-1-3/h1H2 Y Key: LHMHCLYDBQOYTO-UHFFFAOYSA-N Y InChI=1/CH2BrF/c2-1-3/h1H2
SMILES C(F)Br BrCF
Properties
Chemical formula	CH2BrF
Molar mass	112.93 g/mol
Appearance	Gas
Boiling point	19 °C (66 °F; 292 K)
Structure
Molecular shape	Tetrahedral
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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:

1. From salts of fluoroacetic acid using a Hunsdiecker type of reaction.
2. From dibromofluoromethane by reductive debromination with a Swarts reagent.
3. 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]

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 contains fluorine-18 (¹⁸F) and is used in radiochemistry.