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15596-07-3

15596-07-3 Structure

15596-07-3 Structure
IdentificationBack Directory
[Name]

(Triphenylphosphoranylidene)ketene
[CAS]

15596-07-3
[Synonyms]

Bestmann Ylide
Ketenylidene(triphenyl)phosphorane
(Triphenylphosphoranylidene)ketene
2-triphenylphosphoranylideneethenone
(Triphenylphosphoranylidene)ethenone
Ethenone, 2-(triphenylphosphoranylidene)-
2-(triphenyl-$l^{5}-phosphanylidene)ethenone
Ketenylidene(triphenyl)phosphorane Bestmann Ylide
(Triphenylphosphoranylidene)ethenone, Bestmann ylide, Ketenylidene(triphenyl)phosphorane
[Molecular Formula]

C20H15OP
[MDL Number]

MFCD00040613
[MOL File]

15596-07-3.mol
[Molecular Weight]

302.31
Chemical PropertiesBack Directory
[Melting point ]

171 °C
[Boiling point ]

455.4±38.0 °C(Predicted)
[density ]

1.12±0.1 g/cm3(Predicted)
[form ]

solid
[InChI]

1S/C20H15OP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15H
[InChIKey]

MNASRBWCHRURHY-UHFFFAOYSA-N
[SMILES]

O=C=C=P(c1ccccc1)(c2ccccc2)c3ccccc3
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2931.90.6000
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

A nucleophilic two-carbon building block that participates in a variety of reactions including cycloaddition, multi-component, and domino reactions.
[Preparation]

(Triphenylphosphoranylidene)ketene (Ketenylidenetriphenylphosphorane) is prepared most conveniently by a β-elimination from (Methoxycarbonylmethylene)triphenylphosphorane using Sodium Hexamethyldisilazide or Sodium Amide as a base (eq 1). 
(Triphenylphosphoranylidene)ketene synthesis
[reaction suitability]

reaction type: C-C Bond Formation
[storage]

(Triphenylphosphoranylidene)ketene is absence of moisture and air is necessary.
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