| 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][2]
|
| Chemical formula |
PBr5
|
| Molar mass |
430.49 g mol−1
|
| Appearance |
red-yellow solid
|
| Density |
3.595 g cm−3
|
| Melting point |
83.8 °C
|
| Boiling point |
106 °C decomp.
|
| Solubility in water |
hydrolyzes
|
| Hazards[3]
|
| EU index number |
not listed
|
| GHS pictograms |
|
| 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)
|
|
|
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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.[4][5] It is used as a brominating agent, converting carboxylic acids to acyl bromides[1] and phenols and secondary alcohols to the corresponding bromides.[6][7]
Notes and references
Notes
References
- ↑ 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.
- ↑ 2.0 2.1 Gabes, W.; Olie, K. Refinement of the crystal structure of phosphorus pentabromide, PBr5. Acta Crystallogr., Sect. B: Struct. Crystallogr. Cryst. Chem. 1970, 26, 443–44. DOI: 10.1107/S0567740870002595.
- ↑ 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.
- ↑ Greenwood, Norman N.; Earnshaw, A. Chemistry of the Elements; Pergamon: Oxford, 1984; pp 571–75. ISBN 0-08-022057-6.
- ↑ Finch, Arthur; Gates, Peter N.; Muir, Alan S. Variable-temperature Raman spectra of phosphorus(V) chloride and bromide deposited at 15 K. J. Chem. Soc., Chem. Commun. 1981, 812–14. DOI: 10.1039/C39810000812.
- ↑ Kaslow, C. E.; Marsh, Max M. Substituted Bromoquinolines. J. Org. Chem. 1947, 12 (3), 456–59. DOI: 10.1021/jo01167a014.
- ↑ 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.
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