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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

477966-BULK:
477966-10G:
477966-VAR:


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