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| | Methyl (triphenylphosphoranylidene)acetate Basic information |
| | Methyl (triphenylphosphoranylidene)acetate Chemical Properties |
| | Methyl (triphenylphosphoranylidene)acetate Usage And Synthesis |
| Chemical Properties | white to off-white powder | | Uses | Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. Also used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine. | | Uses |
- (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.
| | Uses | (Methoxycarbonylmethylene)triphenylphosphorane is used in olefination reactions. Further, it undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates. It is used in the preparation of (triphenylphosphoranylidene)-ketene. | | Purification Methods | Crystallise it by dissolving in it AcOH and adding pet ether (b 40-50o) to give colourless plates. UV max (A 1mm ): 222nm (865) and 268nm (116) [Isler et al. Helv Chim Acta 40 1242 1957]. [Beilstein 16 IV 977.] |
| | Methyl (triphenylphosphoranylidene)acetate Preparation Products And Raw materials |
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