Tribromofluoromethane

Tribromofluoromethane^[1] also known as Halon 1103 or R 11B3, is a fully halogenated mixed halomethane or, more exactly, a bromofluorocarbon (BFC). It is a colorless to yellow liquid^[2]

Tribromofluoromethane

Names
Preferred IUPAC name Tribromo(fluoro)methane
Other names Tribromofluoromethane Tribromo-fluoro-methane Fluorotribromomethane Halon 1103 FC-11B3 R 11B3
Identifiers
CAS Number	353-54-8 Y
3D model (JSmol)	Interactive image
ChemSpider	61026 Y
ECHA InfoCard	100.005.942
EC Number	206-535-8
PubChem CID	67707
CompTox Dashboard (EPA)	DTXSID2059859
InChI InChI=1S/CBr3F/c2-1(3,4)5 Y Key: IHZAEIHJPNTART-UHFFFAOYSA-N Y InChI=1/CBr3F/c2-1(3,4)5
SMILES BrC(Br)(Br)F
Properties
Chemical formula	CBr3F
Molar mass	270.72 g/mol
Appearance	Clear yellow liquid
Density	2.7650 g/cm3 at 25 °C 1.8211 g/cm3 at 0 °C
Melting point	−73 °C (−99 °F; 200 K)
Boiling point	108 °C (226 °F; 381 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Irritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Tribromofluoromethane can be used in fire extinguishers.

Table of physical properties

Property	Value
Refractive index, n, at 20 °C	1.5216
Surface tension at 20 °C	31.68 mN·m−1
Viscosity at 0 °C	2.09 mPa·s, 2.09 cP

History

Tribromofluoromethane was first synthesised in 1919 by Hans Rathburg.^[3] It was later prepared by reacting carbon tetrabromide with antimony trifluoride and elemental bromine^[4] by heating at 120 to 130 °C (248 to 266 °F; 393 to 403 K) for 1 hour and having the tribromofluormethane distill off.^[5]

Chemistry

Pyrolysis of tribromofluoromethane yields hexafluorobenzene at up to a 45 percent yield,^[6] plus bromine, alongside small quantities of bromopentafluorobenzene.^[7]

The bromines in tribromofluoromethane can be substituted by reactive metals like lithium and zinc using organometallic compounds, ultimately creating fluorinated alcohols by addition of carbonyl compounds.^[8]

Tribromofluoromethane also forms phosphorus ylides which can be used to synthesise bromofluoro-substituted terminal alkenes.^[9] Similar loss of bromine takes place through cyclisation with hydrazones to form 4-fluoro pyrazoles.^[10]