ChemicalBook > CAS DataBase List > ALLYLDIPHENYLPHOSPHINE OXIDE

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
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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
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
A1463
Product name
Allyldiphenylphosphine Oxide
Purity
>98.0%(GC)
Packaging
1g
Price
$179
Updated
2021/12/16
TRC
Product number
A614518
Product name
Allyldiphenylphosphine Oxide
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA75422
Product name
Allyldiphenylphosphine Oxide
Packaging
5G
Price
$84
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA75422
Product name
Allyldiphenylphosphine Oxide
Packaging
10g
Price
$146.4
Updated
2021/12/16
Chem-Impex
Product number
41118
Product name
Allyldiphenylphosphineoxide,98%(GC)
Purity
98%(GC)
Packaging
1G
Price
$188.16
Updated
2021/12/16
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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

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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4141-48-4, ALLYLDIPHENYLPHOSPHINE OXIDERelated Search:


  • Phosphine oxide,diphenyl-2-propen-1-yl-
  • ALLYLDIPHENYLPHOSPHINE OXIDE
  • Alydiphenylphosphine oxide
  • NISTC4141484
  • Diphenylallylphosphine oxide
  • [allyl(phenyl)phosphoryl]benzene
  • [phenyl(prop-2-enyl)phosphoryl]benzene
  • Diphenyl-2-propenylphosphine oxide
  • NSC 616249
  • NSC 98715
  • Allyldiphenylphosphine oxide 97%
  • Allyldiphenylphosphine Oxide &gt
  • 4141-48-4
  • H2CCHCH2PC6H52O
  • C15H15OP
  • Catalysis and Inorganic Chemistry
  • Phosphorus Compounds
  • Phosphine Ligands
  • Catalysis and Inorganic Chemistry
  • Phosphine Ligands
  • Phosphorus Compounds