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Diethyl cyanomethylphosphonate

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Diethyl cyanomethylphosphonate Basic information
Diethyl cyanomethylphosphonate Chemical Properties
  • Boiling point:101-102 °C0.4 mm Hg(lit.)
  • Density 1.095 g/mL at 25 °C(lit.)
  • refractive index n20/D 1.434(lit.)
  • Flash point:>230 °F
  • storage temp. Inert atmosphere,2-8°C
  • form Liquid
  • color Clear colorless to light yellow
  • Specific Gravity1.1261.095
  • Water Solubility Miscible with water, chloroform, terahydrofuran, ethyl acetate and methylene chloride.
  • BRN 1772981
  • InChIKeyKWMBADTWRIGGGG-UHFFFAOYSA-N
  • CAS DataBase Reference2537-48-6(CAS DataBase Reference)
  • NIST Chemistry ReferenceDiethyl cyanomethylphosphonate(2537-48-6)
Safety Information
MSDS
Diethyl cyanomethylphosphonate Usage And Synthesis
  • Chemical Propertiesclear colorless to light yellow liquid
  • UsesWittig reagent.
  • UsesDiethyl cyanomethyl phosphonate is used as an intermediate in Horner-Emmons reaction for the synthesis of substituted nitriles and their amide and heterocyclic derivatives. It is known as a modified Wittig reagent used in the preparation of alpha, beta-unsaturated nitriles from ketones or aldehydes like 3-hydroxy-3-methylbutanal. It reacts with epoxides and nitrones to prepare cyano-substituted cyclopropanes and aziridines respectively. It is actively involved in the synthesis of alpha-arylated alkanenitriles via reaction with aryl iodides in presence of CuI.
Diethyl cyanomethylphosphonate Preparation Products And Raw materials
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