ALLYLDIPHENYLPHOSPHINE OXIDE
- Product Name
- ALLYLDIPHENYLPHOSPHINE OXIDE
- CAS No.
- 4141-48-4
- Chemical Name
- ALLYLDIPHENYLPHOSPHINE OXIDE
- Synonyms
- NSC 98715;NSC 616249;NISTC4141484;Alydiphenylphosphine oxide;ALLYLDIPHENYLPHOSPHINE OXIDE;Diphenylallylphosphine oxide;Allyldiphenylphosphine oxide 97%;[allyl(phenyl)phosphoryl]benzene;Allyldiphenylphosphine Oxide >Diphenyl-2-propenylphosphine oxide
- CBNumber
- CB6427654
- Molecular Formula
- C15H15OP
- Formula Weight
- 242.25
- MOL File
- 4141-48-4.mol
ALLYLDIPHENYLPHOSPHINE OXIDE Property
- Melting point:
- 110-114 °C(lit.)
- Boiling point:
- 200-202 °C(Press: 2 Torr)
- Density
- 1.0769 g/cm3
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- sol THF; slightly sol ether; insol hexane.
- form
- solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- A1463
- Product name
- Allyldiphenylphosphine Oxide
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $179
- Updated
- 2021/12/16
- Product number
- A614518
- Product name
- Allyldiphenylphosphine Oxide
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FA75422
- Product name
- Allyldiphenylphosphine Oxide
- Packaging
- 5G
- Price
- $84
- Updated
- 2021/12/16
- Product number
- FA75422
- Product name
- Allyldiphenylphosphine Oxide
- Packaging
- 10g
- Price
- $146.4
- Updated
- 2021/12/16
- Product number
- FA75422
- Product name
- Allyldiphenylphosphine Oxide
- Packaging
- 50g
- Price
- $495.5
- Updated
- 2021/12/16
ALLYLDIPHENYLPHOSPHINE OXIDE Chemical Properties,Usage,Production
Uses
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
reaction suitability
reagent type: ligand
Synthesis
The synthesis method of Allyldiphenylphosphine Oxide: (1) rearrangement of allyl diphenylphosphinite and (2) Arbuzov reaction of alkyl diphenylphosphinite with Allyl Bromide. Other new methods have also been developed. Structurally related analogs prepared include 2- methylallyldiphenylphosphine oxide, 2-phenylallyldiphenylphosphine oxide, 1- methoxyallyldiphenylphosphine oxide, crotyldiphenylphosphine oxide, and 1-substituted allylic diphenylphosphine oxide[1].
Synthesis
Purification: recrystallization from ether/hexane, benzene/petroleum ether, cyclohexane, or benzene[2].
References
1. (a) Ukai, J.; Ikeda, Y.; Ikeda, N.; Yamamoto, H. TL 1983, 24, 4029. (b) Ikeda, Y.; Ukai, J.; Ikeda, N.; Yamamoto, H. T 1987, 43, 723. (c) Burke, S. D.; Armistead, D. M.; Shankaran, K. TL 1986, 27, 6295.
2. Berlin, K. D.; Calvert, J. F. Proc. Okla. Acad. Sci. 1966, 46, 78
ALLYLDIPHENYLPHOSPHINE OXIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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