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477966

Sigma-Aldrich

Allyldiphenylphosphine oxide

97%

Synonym(s):

Diphenyl-2-propenylphosphine oxide, NSC 616249, NSC 98715

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About This Item

Linear Formula:
H2C=CHCH2P(C6H5)2(O)
CAS Number:
Molecular Weight:
242.25
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:

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

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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