[phenyl(prop-2-en-1-yl)phosphoroso]benzene

• ChemBase ID: 151395
• Molecular Formular: C15H15OP
• Molecular Mass: 242.252761
• Monoisotopic Mass: 242.08605173
• SMILES: C=CCP(=O)(c1ccccc1)c1ccccc1
• Canonical SMILES: C=CCP(=O)(c1ccccc1)c1ccccc1
• InChI: 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
• InChIKey: PGPAPANRSWMTQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [phenyl(prop-2-en-1-yl)phosphoroso]benzene
• IUPAC Traditional name: [phenyl(prop-2-en-1-yl)phosphoroso]benzene
• Synonyms: Diphenyl-2-propenylphosphine oxide; NSC 616249; NSC 98715; Allyldiphenylphosphine oxide; 烯丙基联苯氧化膦

Database IDs

• CAS Number: 4141-48-4
• MDL Number: MFCD00013908
• PubChem SID: 24871431; 162245549
• PubChem CID: 138131

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.8845
• LogD (pH = 7.4): 3.8845
• Log P: 3.8845
• Molar Refractivity: 72.5065 cm^3
• Polarizability: 28.661615 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-114 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: H2C=CHCH2P(C6H5)2(O)

DETAILS

Sigma Aldrich - 477966

Packaging
10 g in glass bottle
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 alkylsilanes1
• Olefin isomerization with Grubbs′ catalysts occluded in a hydrophobic matrix of polydimethylsiloxane (PDMS)2
• C9-substituted trans-hydrindene via diastereotopic group-selective intramolecular Diels-Alder reaction3
• Isomerization of allyl group-containing compounds to propenyl group-containing compounds in the presence of a Grubbs second-generation Ru catalyst4
• Ruthenium-catalyzed olefin cross-metathesis of vinyl and allyl phosphine oxides to give alkenyl phosphine oxides and bis-phosphine oxides5