Triethyl phosphonoacetate

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ImageFile=Triethylphosphonoacetate.pngImageSize=200px
IUPACName=Ethyl 2-diethoxyphosphorylacetate
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Section1=Chembox Identifiers
CASNo=867-13-0
PubChem=13345
SMILES=CCOC(=O)CP(=O)(OCC)OCC
Section2=Chembox Properties
Formula=C₈H₁₇O₅P
MolarMass=224.19 g/mol
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BoilingPt=142-145 °C at 9 mmHg
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Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction or the Horner-Emmons modification.

Triethyl phosphonoacetate can be added dropwise to sodium methoxide solution to prepare a phosphonate ylide. It has an acidic proton in the that can easily be abstracted by a weak base.

References