Bromofluoromethane

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 (Jmol)	Interactive image Interactive image
ChemSpider	55059^Y
ECHA InfoCard	100.117.922
PubChem	61108
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

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).

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]

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.

References

↑ Debrominating dibromofluoromethane with tributyltin hydride

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). doi:10.1016/j.jms.2006.11.004.

External sources

Determination of the molecular dipole moment of bromofluoromethane

Halomethanes

Monosubstituted	CH₃F CH₃Cl CH₃Br CH₃I

Disubstituted	CH₂F₂ CH₂ClF CH₂BrF CH₂FI CH₂Cl₂ CH₂BrCl CH₂ClI CH₂Br₂ CH₂BrI CH₂I₂

Trisubstituted	CHF₃ CHClF₂ CHBrF₂ CHF₂I CHCl₂F CHBrClF CHClFI CHBr₂F CHBrFI CHFI₂ CHCl₃ CHBrCl₂ CHCl₂I CHBr₂Cl CHBrClI CHClI₂ CHBr₃ CHBr₂I CHBrI₂ CHI₃

Tetrasubstituted	CF₄ CClF₃ CBrF₃ CF₃I CCl₂F₂ CBrClF₂ CClF₂I CBr₂F₂ CBrF₂I CF₂I₂ CCl₃F CBrCl₂F CCl₂FI CBr₂ClF C*BrClFI CClFI₂ CBr₃F CBr₂FI CBrFI₂ CFI₃ CCl₄ CBrCl₃ CCl₃I CBr₂Cl₂ CBrCl₂I CCl₂I₂ CBr₃Cl CBr₂ClI CBrClI₂ CClI₃ CBr₄ CBr₃I CBr₂I₂ CBrI₃ CI₄

* Chiral compound.

This article is issued from Wikipedia - version of the 9/11/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.