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376949

Sigma-Aldrich

Phosphorus(V) oxybromide

>95%

Synonym(s):

Phosphorus oxide bromide, Phosphoryl bromide

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About This Item

Linear Formula:
POBr3
CAS Number:
7789-59-5
Molecular Weight:
286.69
EC Number:
232-177-7
MDL number:
MFCD00036298
UNSPSC Code:
12352100
PubChem Substance ID:
24863480
NACRES:
NA.22

Assay

>95%

form

solid

bp

192 °C (lit.)

mp

56 °C (lit.)

density

2.82 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrP(Br)(Br)=O

InChI

1S/Br3OP/c1-5(2,3)4

InChI key

UXCDUFKZSUBXGM-UHFFFAOYSA-N

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General description

Reaction of phosphorus pentabromide with phosphorus pentoxide at elevated temperatures affords phosphorus(V) oxybromide. Its Raman spectrum has been studied and the molecule has been reported to exhibit point group symmetry C3v. Phosphorus(V) oxybromide (Phosphorus oxide bromide) participates in the preparation of 1:1 addition ionic compound having melting point at 154·0°C, via reaction with gallium tribromide. This ionic compound contains non-metal cation POBr2+.

Application

Phosphorus(V) oxybromide may be used as brominating reagent in the synthesis of 2,4,6-tribromopyrimidine. It may be used in the preparation of bromoheterocyclic compounds.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The possible existence of the cation POBr2+ and some properties of phosphorus oxybromide, gallium tribromide, and their ionic 1: 1 addition compound.
Greenwood NN and Worrall IJ.
J. Inorg. Nucl. Chem., 6(1), 34-41 (1958)
Phosphorus oxybromide as a brominating agent; bromopyrimidines.
D R V GOLDING et al.
The Journal of organic chemistry, 12(2), 293-293 (1947-03-01)
90. The heats of hydrolysis of some halides and oxyhalides of phosphorus.
Charnley T and Skinner HA.
Journal of the Chemical Society, 450-452 (1953)
The Raman spectrum and the molecular structure of phosphorus oxybromide.
Gerding H and van Driel M.
Rec. Trav. Chim., 61(6), 419-424 (1942)
A facile halogenation of some hydroxyheterocycles using triphenylphosphine and N-halosuccinimide.
Sugimoto O, et al.
Tetrahedron Letters, 40(42), 7477-7478 (1999)

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