287881

Diphenylphosphine oxide

97%

• Synonym(s): HPOPh₂
• Linear Formula: (C₆H₅)₂P(O)H
• CAS Number: 4559-70-0
• Molecular Weight: 202.19
• MDL number: MFCD00002079
• UNSPSC Code: 12352002
• PubChem Substance ID: 24857300
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: solid
• reaction suitability: reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Hydrophosphonylations; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp: 56-57 °C (lit.)
• functional group: phosphine
• SMILES string: O=[PH](c1ccccc1)c2ccccc2
• InChI: 1S/C12H11OP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,14H
• InChI key: ASUOLLHGALPRFK-UHFFFAOYSA-N

Description

Application

Diphenylphosphine oxide can be used as a coupling partner to prepare various organophosphorus compounds via cross-coupling reaction with aryl halides in the presence of Ni/Zn catalyst.
It can also be used as a reactant to synthesize:

• Diphenyl(2-phenyl-2H-indazol-3-yl)phosphine oxide derivatives by phosphonylation of 2H-indazoles using rose bengal as a catalyst.
• Alkenyldiphenylphosphine oxides by hydrophosphinylation of terminal alkynes in the presence of transition metal catalysts.
• Diphenylphosphino-containing chiral ligands for asymmetric catalytic reactions via Pd-catalyzed coupling reaction with aryl triflates.
• Triarylphosphine oxides and Horner-Wittig reagents.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves