Rahul Sharma (Editor)

Triethyl phosphonoacetate

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Molar mass
  
224.19 g/mol

Pubchem
  
13345

Formula
  
C8H17O5P

Triethyl phosphonoacetate httpsuploadwikimediaorgwikipediacommonsthu

Boiling point
  
142 to 145 °C (288 to 293 °F; 415 to 418 K) at 9 mmHg

Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction (HWE) 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 that can easily be abstracted by a weak base. When used in an HWE reaction with a carbonyl the resulting alkene formed is usually the E alkene, and is generated with excellent regioselectivity.

References

Triethyl phosphonoacetate Wikipedia


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