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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE

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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Basic information

Product Name:
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
Synonyms:
  • (METHYLCARBONYLMETHYLENE)TRIPHENYLPHOSPHORANE
  • (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
  • 1-TRIPHENYLPHOSPHANYLIDENE-PROPAN-2-ONE
  • 1-(TRIPHENYLPHOSPHORANYLIDENE)-2-PROPANONE
  • triphenylphosphoranylidene-2-propanon
  • AURORA KA-1177
  • (Triphenylphosphoranylidene)acetone 98%
  • triphenylphosphoranylidene-2-propanone
CAS:
1439-36-7
MF:
C21H19OP
MW:
318.35
EINECS:
215-878-2
Product Categories:
  • Wittig Reagents
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
Mol File:
1439-36-7.mol
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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Chemical Properties

Melting point:
203-205 °C (lit.)
Boiling point:
478.5±28.0 °C(Predicted)
Density 
1.14
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in chloroform. Slightly soluble in methanol.
form 
Powder
color 
White to off-white
Sensitive 
Air Sensitive
BRN 
750077
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
1439-36-7(CAS DataBase Reference)
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Safety Information

Risk Statements 
22-36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
UC3900000
HS Code 
29319090

MSDS

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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Usage And Synthesis

Chemical Properties

white to light beige crystalline powder

Uses

(Acetylmethylene)triphenylphosphorane is used as a Wittig reagent in synthetic chemistry, especially for the synthesis of functionalized pyrrolidines and cyclobutanones. It plays as a vital role in asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin.It is also employed as a reactant in the preparation of 1,2-dioxanes with antitrypanosomal activity. Further, it is used in the preparation of amphibian pyrrolizidine alkaloids through allylic aminations and silicon-containing acyclic dienone musk odorants. In addition to this, it is involved in Domino Suzuki/Heck coupling reactions to prepare fluorenylidenes.

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