| Identification | Back Directory | [Name]
Allylidenetriphenylphosphorane | [CAS]
15935-94-1 | [Synonyms]
Allylenetriphenylphosphorane
allylidenetriphenylphosphorane
Triphenylpropenylidenephosphorane
Vinylmethylenetriphenylphosphorane
Triphenyl-2-propenylidenephosphorane
Phosphorane, triphenyl-2-propen-1-ylidene- | [Molecular Formula]
C21H19P | [MOL File]
15935-94-1.mol | [Molecular Weight]
302.35 |
| Hazard Information | Back Directory | [Uses]
Allylidenetriphenylphosphorane is used as a wittig reagent for 1,3-diene synthesis and Michael addition reaction. | [Preparation]
Allylidenetriphenylphosphorane is generally prepared from Allyltriphenylphosphonium Bromide
or chloride by treatment with n-Butyllithium or Phenyllithium. Structurally related analogs have been
prepared by the similar methods: 2-butenylidenetriphenylphosphorane; 3-methyl-2-
butenylidenetriphenylphosphorane; (E)-2-octenylidenetriphenylphosphorane; (E)-
pentadienylidenetriphenylphosphorane; (E)-2,4-hexadienylidenetriphenylphosphorane; 2-
alkynylidenetriphenylphosphorane; allylidenetributylphosphorane. γ-Alkyl-substituted
allylidenetriphenylphosphorane can be also obtained by the reaction of diisobutylaluminum
alkylideneamide with methylidenetriphenylphosphorane. | [storage]
Allylidenetriphenylphosphorane must be prepared and transferred under inert gas (Ar or N2) to
exclude oxygen and moisture. |
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