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Thermo Scientific Chemicals
Triphenylphosphine oxide, 99%
CAS: 791-28-6 | C18H15OP | 278.29 g/mol
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Catalog number A12455.14
also known as A12455-14
Price (USD)
27.80
Each
Quantity:
25 g
Price (USD)
27.80
Each
Chemical Identifiers
CAS791-28-6
IUPAC Name(diphenylphosphoroso)benzene
Molecular FormulaC18H15OP
InChI KeyFIQMHBFVRAXMOP-UHFFFAOYSA-N
SMILESO=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to cream
FormCrystals or powder or crystalline powder
Assay (GC)≥98.5%
Identification (FTIR)Conforms
Melting Point (clear melt)153.0-159.0°C
Triphenylphosphine oxide is used as a catalyst, Lewis base, ligand for metals and starting material for the preparation of other phosphorus compounds. It is also used in epoxidations, Michael reactions and coupling reactions. It reacts with copper(II) halides and form coordination complexes of Copper(II). Further, it acts as a crystallization aid for chemical compounds. In addition to this, it is used for processing, extraction, separation and spectrophotometric determination of cadmium and mercury.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Triphenylphosphine oxide is used as a catalyst, Lewis base, ligand for metals and starting material for the preparation of other phosphorus compounds. It is also used in epoxidations, Michael reactions and coupling reactions. It reacts with copper(II) halides and form coordination complexes of Copper(II). Further, it acts as a crystallization aid for chemical compounds. In addition to this, it is used for processing, extraction, separation and spectrophotometric determination of cadmium and mercury.
Solubility
Soluble in polar organic solvents. Slightly soluble in hexane and diethyl ether. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
Triphenylphosphine oxide is used as a catalyst, Lewis base, ligand for metals and starting material for the preparation of other phosphorus compounds. It is also used in epoxidations, Michael reactions and coupling reactions. It reacts with copper(II) halides and form coordination complexes of Copper(II). Further, it acts as a crystallization aid for chemical compounds. In addition to this, it is used for processing, extraction, separation and spectrophotometric determination of cadmium and mercury.
Solubility
Soluble in polar organic solvents. Slightly soluble in hexane and diethyl ether. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- The reagent prepared from a 2:1 molar ratio of the phosphine oxide and triflic anhydride is a useful dehydrating agent, e.g. for preparation of nitriles from amides or oximes, or of amides from acids and amines: J. Org. Chem., 52, 4137 (1987). In combination with triethylamine, the reagent also dehydrates activated ketones to alkynes: Synthesis, 217 (1989).
- Zhang, Y.; Miyake, J.; Akiyama, R.; Miyatake, K. Ladder-type aromatic block copolymers containing sulfonated triphenylphosphine oxide moieties as proton conductive membranes. Polymer 2015, 77, 152-155.
- Sun, D.; Fu, Q.; Ren, Z.; Li, H.; Ma, D.; Yan, S. Synthesis of well-defined poly(phenylcarbazole-alt-triphenylphosphine oxide) siloxane as a bipolar host material for solution-processed deep blue phosphorescent devices. Polym. Chem. 2014, 5 (1), 220-226.