477966

Allyldiphenylphosphine oxide

97%

• Synonym(s): Diphenyl-2-propenylphosphine oxide, NSC 616249, NSC 98715
• Linear Formula: H₂C=CHCH₂P(C₆H₅)₂(O)
• CAS Number: 4141-48-4
• Molecular Weight: 242.25
• MDL number: MFCD00013908
• UNSPSC Code: 12352002
• PubChem Substance ID: 24871431

Properties

• assay: 97%
• reaction suitability: reagent type: ligand
• mp: 110-114 °C (lit.)
• functional group: phosphine
• SMILES string: C=CCP(=O)(c1ccccc1)c2ccccc2
• InChI: 1S/C15H15OP/c1-2-13-17(16,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h2-12H,1,13H2
• InChI key: PGPAPANRSWMTQO-UHFFFAOYSA-N

Description

Application

Reactant for:

• Preparaton of a-substituted alkylsilanes via regio- and chemoselective copper-catalyzed silylzincation and electrophilic substitution from terminal alkenes, and prepn. of α-substituted alcohols via Fleming-Tamao oxidation of alkylsilanes
• Olefin isomerization with Grubbs′ catalysts occluded in a hydrophobic matrix of polydimethylsiloxane (PDMS)
• C9-substituted trans-hydrindene via diastereotopic group-selective intramolecular Diels-Alder reaction
• Isomerization of allyl group-containing compounds to propenyl group-containing compounds in the presence of a Grubbs second-generation Ru catalyst
• Ruthenium-catalyzed olefin cross-metathesis of vinyl and allyl phosphine oxides to give alkenyl phosphine oxides and bis-phosphine oxides

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves