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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
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Quality Level

200

Assay

>95%

form

solid

bp

192 °C (lit.)

mp

56 °C (lit.)

density

2.82 g/mL at 25 °C (lit.)

functional group

phosphine oxide

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.[1] 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+.[2]

Application

Phosphorus(V) oxybromide may be used as brominating reagent in the synthesis of 2,4,6-tribromopyrimidine.[3] It may be used in the preparation of bromoheterocyclic compounds.[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4356
STBK1275
0000110371
0000092764
STBJ0151

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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 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)
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)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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