Phosphorus pentabromide

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Phosphorus pentabromide
Other names Phosphorus(V) bromide
Identifiers
InChI InChI=1/Br5P/c1-6(2,3,4)5
InChIKey QRKVRHZNLKTPGF-UHFFFAOYAR
Standard InChI InChI=1S/Br5P/c1-6(2,3,4)5
Standard InChIKey QRKVRHZNLKTPGF-UHFFFAOYSA-N
CAS number [7789-69-7]
EC number 232-186-6
ChemSpider 56429
Properties[1]
Chemical formula PBr5
Molar mass 430.49 g mol−1
Appearance red-yellow solid
Melting point

83.8 °C

Boiling point

106 °C decomp.

Solubility in water hydrolyzes
Hazards[2]
EU index number not listed
GHS pictograms Skin Corr. 1C, Eye Dam. 1
GHS signal word DANGER
GHS hazard statements H314, H318
GHS precautionary statements P260, P264, P280, P301+330+331, P303+361+353, P363, P304+340, P310, P321, P305+351+338, P405, P501
Related compounds
Other anions Phosphorus pentafluoride
Phosphorus pentachloride
Phosphorus pentaiodide
Other cations Arsenic pentabromide
Antimony pentabromide
Bismuth pentabromide
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Phosphorus pentabromide, PBr5, is the highest bromide of phosphorus. The PBr5 molecule is unknown: the compound exists as PBr+4Br in the solid state, and dissociates to phosphorus tribromide and bromine in the gas phase.[3] It is used as a brominating agent, converting carboxylic acids to acyl bromides[1] and phenols and secondary alcohols to the corresponding bromides.[4][5]

Notes and references

Notes

References

  1. 1.0 1.1 Ukeles, S. D.; Freiberg, M. Bromine, Inorganic Compounds. In Kirk-Othmer Encyclopedia of Chemical Technology; John Wiley: New York, 2002. DOI: 10.1002/0471238961.021815131001031.
  2. HSNO Chemical Classification Information Database, <http://www.ermanz.govt.nz/Chemicals/ChemicalDisplay.aspx?SubstanceID=14517> (accessed 7 January 2011), New Zealand Environmental Risk Management Authority.
  3. Greenwood, Norman N.; Earnshaw, A. Chemistry of the Elements; Pergamon: Oxford, 1984; pp 571–75. ISBN 0-08-022057-6.
  4. Kaslow, C. E.; Marsh, Max M. Substituted Bromoquinolines. J. Org. Chem. 1947, 12 (3), 456–59. DOI: 10.1021/jo01167a014.
  5. Eliel, Ernest L.; Haber, Ralph G. Conformational Analysis. V. The Reaction of cis- and trans-4-t-Butylcyclohexanol and trans-4-Methylcyclohexanol with Phosphorus Pentabromide. Syntheses of Alkylcyclohexyl Bromides. J. Org. Chem. 1959, 24 (2), 143–51. DOI: 10.1021/jo01084a001.

External links

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