Synthesis
At -5°C to 0°C, under nitrogen atmosphere, diisopropyl phosphite (4 mL, 24 mmol) was added dropwise to a suspension of NaH (28.8 mmol, 1.2 equivalents) in dry THF (25 mL). The mixture was then stirred at 20°C for 3 h, and carbon disulfide (9.6 mmol, 0.4 equivalents) was added dropwise. The reaction mixture turned brown. Stirring was continued for 3 h, and the mixture was then poured into a saturated solution of NH4Cl and extracted with Et2O.
The combined organic layers were dried (MgSO4), the solvent was removed under reduced pressure, and the product was purified by vacuum distillation (110-115 °C at 3.10-2 mbar) to give the compound Tetraisopropyl methylenediphosphonate, a pale yellow oil (52%).
Uses
Tetraisopropyl methylenediphosphonate [T(iPr)MDP] forms a synergistic mixture with hydrogen dicarbollylcobaltate in nitrobenzene which was used in the extraction of europium and americium.
It may be used in the synthesis of the following:
- tetraisopropyl ethenylidenebisphosphonate.
- tetraisopropyl 4-acetylthiobutane-1,1-diphosphonate
- tetraisopropyl 2-(3,5-bis(bromomethyl)phenyl)ethane-1,1-diphosphonate
General Description
Tetraisopropyl methylenediphosphonate (IPCP) is a tetraisopropyl ester of methylenediphosphonic acid. It is an electroneutral ligand, reported to be synthesized from triisopropyl phosphate. Powder electron paramagnetic resonance (EPR) studies of tris complexes of Cu(II) complexes with IPCP has been analyzed.
