Bromofluoromethane
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| Names | |
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| Preferred IUPAC name
Bromo(fluoro)methane | |
| Other names
Bromofluoromethane
Bromofluoromethylene CFC 31B1 R 31B1 | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.117.922 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| CH2BrF | |
| Molar mass | 112.93 g/mol |
| Appearance | Gas |
| Boiling point | 19 °C (66 °F; 292 K) |
| Structure | |
| Tetrahedral | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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).
Preparation
[edit]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]
Uses
[edit]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.
References
[edit]- G. Cazzoli; C. Puzzarini; A. Baldacci & A. Baldan (2007). "Determination of the molecular dipole moment of bromofluoromethane: microwave Stark spectra and ab initio calculations". J. Mol. Spectrosc. 241 (115): 112–115. Bibcode:2007JMoSp.241..112C. doi:10.1016/j.jms.2006.11.004.