287881

Diphenylphosphine oxide

97%

• Sinonimo/i: HPOPh₂
• Formula condensata: (C₆H₅)₂P(O)H
• Numero CAS: 4559-70-0
• Peso molecolare: 202.19
• Numero MDL: MFCD00002079
• Codice UNSPSC: 12352002
• ID PubChem: 24857300
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: 97%
• Stato: solid
• Impiego in reazioni chimiche: reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Hydrophosphonylations; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• Punto di fusione: 56-57 °C (lit.)
• Gruppo funzionale: phosphine
• Stringa SMILE: 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; ASUOLLHGALPRFK-UHFFFAOYSA-N

Descrizione

Applicazioni

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.[1]
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.[2]
• Alkenyldiphenylphosphine oxides by hydrophosphinylation of terminal alkynes in the presence of transition metal catalysts.[3][4]
• Diphenylphosphino-containing chiral ligands for asymmetric catalytic reactions via Pd-catalyzed coupling reaction with aryl triflates.[4]
• Triarylphosphine oxides and Horner-Wittig reagents.[5][6]

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H302,H315,H319,H335
• Consigli di prudenza: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves