Tribromofluoromethane

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Tribromofluoromethane
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Molar mass 270.72Script error: No such module "String".g/mol
Appearance Clear yellow liquid
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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 can be used in fire extinguishers.

Table of physical properties

Property Value
Refractive index, n, at 20Script error: No such module "String".°C 1.5216
Surface tension at 20Script error: No such module "String".°C 31.68Script error: No such module "String".mN·m−1
Viscosity at 0Script error: No such module "String".°C 2.09Script error: No such module "String".mPa·s, 2.09Script error: No such module "String".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 Script error: No such module "convert". 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]

References

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External links

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