Diphenyl(vinyl)phosphine oxide

Product NameDiphenyl(vinyl)phosphine oxide
CAS2096-78-8
MFC14H13OP
MW228.23
EINECS
MOL File2096-78-8.mol

Chemical Properties

Melting point	117.5℃
Boiling point	397.6±15.0 °C(Predicted)
Density	1.11±0.1 g/cm3(Predicted)
storage temp.	2-8°C, stored under nitrogen
solubility	soluble in THF, CH2Cl2, toluene; insoluble in H2O.
form	powder
color	Light yellow

Safety Information

HS Code

2931499090

Usage And Synthesis

Uses

Ethenyldiphenylphosphine Oxide was used a starting material in the synthesis of sorbents for the selective and effective sorption of Am(III) from HNO3 solutions containing high concentration of Fe(III) and Zr(IV).

Synthesis Reference(s)

Synthesis, p. 691, 1986 DOI: 10.1055/s-1986-31753

Reactivity Profile

Diphenyl(vinyl)phosphine Oxide is a Horner-Wittig reagent for the preparation of allylic amines; it undergoes a variety of cycloaddition and conjugate addition reactions.

Synthesis

Diphenyl(vinyl)phosphine Oxide can be prepared (eq 1) by four methods: (a) dehydrohalogenation of a haloethyldiphenylphosphine oxide, (b) reaction of diphenylphosphinic chloride and vinylmagnesium bromide, (c) palladium-catalyzed coupling of vinyl bromide and diphenylphosphine oxide, (d) oxidation of commercially available diphenyl(vinyl)phosphine.
DIPHENYL(VINYL)PHOSPHINE OXIDE

Precautions

The reagent's toxicological properties are unknown; however, by analogy with other Michael acceptors, it should be assumed to be toxic. While radical polymerization is sluggish, diphenyl(vinyl)phosphine oxide readily undergoes anionic polymerization in the presence of Grignard reagents.