Aluminum with fluorinated ligands
Chemical & Engineering News (20 May 1996) Vol. 74, No. 21, pp. 4.
Aluminum compounds with perfluorophenol substituents have been identified as potentially explosive [Organometallics, 10, 1917 (1991)]. I wish to communicate my experience as well as that of my colleagues.
Adding 1,4-tetrafluorodihydroquinone (1 mol equivalent) in toluene to a toluene solution of trimethyl aluminum (1.1 mol equivalents) resulted in a gel-like reaction mixture. Filtration and drying gave a white solid that was isolated in a nitrogen-filled glove box. A 50-mg sample of this solid detonated violently when pressed gently between a stainless-steel spatula and a glass surface. Fortunately, no one was hurt in this incident.
Tris(pentafluorophenyl)aluminum etherate has been reported to be
explosive when heated [Naturforschg., 20b, 5 (1965)]. Clearly,
extreme caution should be used when handling compounds of aluminum
with fluorinated ligands.
page last revised December 7, 1998