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157783 Sigma-Aldrich

Phosphorus tribromide

97%

Synonym: Phosphorus(III) bromide

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Properties

Related Categories Bromination, C-X Bond Formation (Halogen), Chemical Synthesis, Synthetic Reagents
Quality Level   200
vapor pressure   0.27 psi ( 54 °C)
assay   97%
refractive index   n20/D 1.697 (lit.)
bp   175 °C (lit.)
mp   −41.5 °C (lit.)
density   2.88 g/mL at 20 °C (lit.)
SMILES string   BrP(Br)Br
InChI   1S/Br3P/c1-4(2)3
InChI key   IPNPIHIZVLFAFP-UHFFFAOYSA-N

Description

General description

Phosphorus tribromide (PBr3) is commonly used in Hell-Volhard-Zelinsky halogenation for the a-bromination of carboxylic acids to form the corresponding acyl bromide. It is also useful for the conversion of primary and secondary alcohols to alkyl bromides.

Application

Phosphorus tribromide may be used as a reagent:
• In a novel protocol for synthesizing 7-ethoxy-1-(p-ethylphenoxy)-3,7-dimethyl-2-octene, a synthetic juvenile hormone mimic of trans,trans,cis-10,11-epoxy-7-ethyl-3,11-dimethyltrideca-2,6-dienoate.
• To synthesize 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring.

Packaging

100, 500 g in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Target organs 
Respiratory system
Supplemental Hazard Statements 
EUH014
RIDADR 
UN 1808 8 / PGII
WGK Germany 
WGK 1
RTECS 
TH4460000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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