(diphenylphosphoroso)benzene

• ChemBase ID: 79290
• Molecular Formular: C18H15OP
• Molecular Mass: 278.284861
• Monoisotopic Mass: 278.08605173
• SMILES: P(=O)(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C18H15OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• InChIKey: FIQMHBFVRAXMOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (diphenylphosphoroso)benzene
• IUPAC Traditional name: (diphenylphosphoroso)benzene; triphenylphosphine oxide
• Synonyms: Triphenylphosphine oxide; Ph3PO; TPPO; Triphenyl phosphorus oxide; Triphenylphosphine monoxide; Triphenylphosphine oxide; Triphenylphosphine oxide; 三苯基氧膦

Database IDs

• CAS Number: 791-28-6
• EC Number: 212-338-8
• MDL Number: MFCD00002080
• Beilstein Number: 745854
• PubChem SID: 24900532; 162044053; 24889795
• PubChem CID: 13097
• CHEBI ID: 36601
• CHEMBL: 482091
• Chemspider ID: 12549
• Wikipedia Title: Triphenylphosphine_oxide

CALCULATED PROPERTIES

• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.7552
• LogD (pH = 7.4): 4.7552
• Log P: 4.7552
• Molar Refractivity: 83.0658 cm^3
• Polarizability: 32.96797 Å^3
• Polar Surface Area: 17.07 Å^2

PROPERTIES

Physical Property

• Solubility: low in water; methanol: soluble25 mg/mL, clear; polar organic solvents
• Apperance: white crystals
• Melting Point: 150-157 °C(lit.); 152-158 °C; 153-159°C; 154-158 °C (427-429 K)
• Boiling Point: 360 °C (633 K); 360°C
• Flash Point: 180 °C; 180°C(356°F); 356 °F
• Density: 1.200
• Ligand For: Coupling Reactions; Epoxidations; Michael Reaction

Safety Information

• RTECS: SZ1676000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38; 22-52/53
• Safety Statements: 26; 36-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• Main Hazard: slight
• GHS Hazard statements: H301-H402-H412; H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P273-P264-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 95+%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: (C6H5)3PO

DETAILS

MP Biomedicals - 05219534

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T84603

Packaging
25, 100 g in poly bottle

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).