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158755 Sigma-Aldrich

1-(Triphenylphosphoranylidene)-2-propanone

99%

Synonym: (2-Oxopropylidene)triphenylphosphorane, Acetylmethylene-triphenylphosphorane, Methyl (triphenylphosphoranylidene)methyl ketone, NSC 407394

  • CAS Number 1439-36-7

  • Linear Formula CH3COCH=P(C6H5)3

  • Molecular Weight 318.35

  •  Beilstein/REAXYS Number 750077

  •  EC Number 215-878-2

  •  MDL number MFCD00008774

  •  PubChem Substance ID 24849772

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   99%
reaction suitability   reaction type: C-C Bond Formation
mp   203-205 °C (lit.)
storage temp.   room temp
SMILES string   CC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3
InChI   1S/C21H19OP/c1-18(22)17-23(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-17H,1H3
InChI key   KAANTNXREIRLCT-UHFFFAOYSA-N

Description

Application

Reactant for:
• Cascade reactions of enals for enantioselective synthesis of indane derivatives
• Enantioselective conjugate addition for synthesis of α-branched indoles
• Synthesis of 1,2-dioxanes with antitrypanosomal activity
• Asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin
• Domino Suzuki / Heck coupling reactions for preparation of fluorenylidenes
• Synthesis of amphibian pyrrolizidine alkaloids via allylic aminations
• Synthesis of silicon-containing acyclic dienone musk odorants

Wittig reagent used recently in the syntheses of functionalized pyrrolidines and cyclobutanones.

Packaging

25, 100 g in poly bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UC3900000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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