Methyl (triphenylphosphoranylidene)acetate

Supplier Alfa Chemistry
Product # ACM2605676
CAS # 2605-67-6
Pricing Inquire
Synonyms 1-(Triphenylphosphonio)-2-oxo-2-methoxyethan-1-ide; methyl(triphenylphosphoranylideneacetate); RTR-011791; NCGC00161084-02; (methoxycarbonylmethylene) triphenylphosphorane; triphenyl phosphanyliden-acetic acid methyl ester; (Carbomethoxymethylene)triphenylphosphorane; NSC-117573; Methyl (triphenyphosphoranylidene)acetate; ST2413263;
IUPAC Name methyl 2-(triphenyl-λ5-phosphanylidene)acetate;
EC Number 220-018-4
MolecularFormula C21H19O2P;
MolecularWeight 334.355g/mol
Application
  • (Methoxycarbonylmethylene)triphenylphosphorane is used in olefination reactions. Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. it undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates.
  • used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine.
  • It is used in the preparation of (triphenylphosphoranylidene)-ketene.
  • The Wittig reaction we performed in class involved the reaction of 2-nitrobenzaldehyde (1) with methyl (triphenylphosphoranylidene) acetate (2) to produce methyl (2E)-3-(2-nitrophenyl) acrylate (3) with a triphenylphosphine oxide (4) side product, and took place in a silica gel matrix to ensure even product dispersion for chromatography.
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