Propargyl alcohol → Propargyl bis(pentafluoroethyl)phosphinate

Participants

Reaction Steps

Potassium fluoride (0.262 g; 4.5 mmol) is suspended in cooled (0° C.) tris(pentafluoroethyl)phosphine oxide (14.930 g; 37.0 mmol) in a 100 ml glass flask, and propargyl alcohol (2.055 g; 36.7 mmol) is added. The yellow reaction solution is slowly warmed (about 6 h) and stirred at room temperature for 19.5 h. Volatile components are removed in vacuo (10−3 mbar) at 0° C. After recondensation in vacuo (10−3 mbar) at room temperature, propargyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH2C≡CH, is isolated as clear and colourless liquid (7.831 g; 23.0 mmol) in a yield of 63% and a purity of 95%. The ester becomes a brown colour after a few minutes at room temperature and is therefore stored at 3° C.

Provenance & Evidence