Phosphorus oxybromide

Base Information

• Chemical Name: Phosphorus oxybromide
• CAS No.: 7789-59-5
• Molecular Formula: Br3OP
• Molecular Weight: 286.685
• Hs Code.: 28129090
• European Community (EC) Number: 232-177-7
• UN Number: 1939,2576
• UNII: H98H8Y87QQ
• DSSTox Substance ID: DTXSID2064868
• Nikkaji Number: J95.146C
• Wikipedia: Phosphoryl_bromide
• Mol file: 7789-59-5.mol

Synonyms:Phosphorylbromide (6CI,7CI,8CI);Phosphonyl tribromide;Phosphorus bromide oxide (PBr3O);Phosphorus oxytribromide;Phosphoryl tribromide;Tribromophosphorus oxide;Phosphoryl bromide;

Chemical Property of Phosphorus oxybromide

Chemical Property:

• Appearance/Colour: colorless to grey-brown crystals or fused mass
• Vapor Pressure: 0.786mmHg at 25°C
• Melting Point: 56 °C(lit.)
• Refractive Index: 1.613
• Boiling Point: 189.5 °C at 760 mmHg
• Flash Point: 189°C
• PSA: 26.88000
• Density: 3.108 g/cm³
• LogP: 3.27920
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 285.72164
• Heavy Atom Count: 5
• Complexity: 53
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Phosphorus oxybromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-43-45-7/8-Neverusewater.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogens, Inorganic Compounds
• Canonical SMILES: O=P(Br)(Br)Br
• Uses: Phosphorus(V) Oxybromide is a reagent used in the preparation of phosphoryl halide for N-protection of amino acids using group assisted purification (GAP). Phosphorus(V) Oxybromide is a brominating agent. 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.

Technology Process of Phosphorus oxybromide

There total 51 articles about Phosphorus oxybromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

potassium chlorate (3811-04-9) + phosphorus tribromide (7789-60-8) → phosphorus(V) oxybromide (7789-59-5)

Guidance literature:

In neat (no solvent); refluxing at 170 to 190°C for 3 h;; distillation;;

Reference yield:

formic acid (64-18-6) + phosphorus(V) bromide (7789-69-7) → hydrogen bromide (10035-10-6,12258-64-9) + phosphorus(V) oxybromide (7789-59-5)

Guidance literature:

In neat (no solvent); heating on water bath until evolution of HBr stops;; distillation with addition of some drops of tetralin;;

Reference yield:

phosphorus trichloride dibromide (13510-40-2) → hydrogenchloride (7647-01-0,15364-23-5) + hydrogen bromide (10035-10-6,12258-64-9) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) + phosphorus(V) oxybromide (7789-59-5)

Guidance literature:

With H₂O; In water; decomposition with water or acids;;

upstream raw materials:

potassium bromide

trichlorophosphate

P(O)Cl₂Br

phosphoric acid

Downstream raw materials:

4-Bromo-2-methylquinoline

2-Pyridone

2,3-dibromo-5-chloro-pyridine

4,6-Dibromo-2-(methylthio)pyrimidine

Refernces

• 1、 Delson, Adam J.,Ault, Bruce S.. "Matrix isolation and theoretical study of the reaction of substituted phosphines with CrCl2O2". . p. 13786 - 13791. Retrieved 2008/10/09.
• 2、 Moores, Brian W.,Andrews, Lester. "OXIDATION OF PHOSPHORUS(III) HALIDES BY RED PHOTOLYSIS OF OZONE COMPLEXES IN SOLID ARGON". . p. 1902 - 1907. Retrieved 2007/10/02.