I was doing a palladium catalyzed hydrosilation with TMS protected allyl alcohol and upon heating to reflux, the reaction mixture began vigorously boiling, and blew the reflux condenser off the flask, filling the hood with a wonderful mixture of the protected alcohol and my silane. My story would be much more impressive if the mixture had ignited, but thankfully it didn't. Also to great fortune, I was the only one working in the hood at the time, and the sash was down. The room still quickly filled with the vapors, and again, fortunately, there were not many people in the room at the time. I am told that the look on my face as I bolted toward the fire extinguisher was a priceless ghost-white. I am very glad i didn't have to use it!
Thing I was most pissed about was that I wasted a couple hundred bucks in materials (I worked for a small time guy, and the materials nearly blew my entire research fund for the summer).
Things I learned:
1. Scale up scares me. Reaction worked fine on 50 mg scale, so it should be fine on all, right? Not necessarily.
2. The paper even said this could happen, and I didn't really take adequate precaution against it, because they only said it occurred when "adding additional Pd catalyst upon a failed reaction initiation". If someone says something exploded in a paper, they probably aren't pulling your leg.
3. Clear your hood of nasty stuff when running a reaction with extra danger, perhaps. A 4L jug of a flammable solvent in the hood + ignition could have been the end of me and my labmates.
The last thing I have to say is about a dumb mistake that I made, which I think led to this whole thing. The procedure which I based my reaction on did this on a huge scale (several liters) and used approximately 1g of Pd-C Catalyst. Stoichiometric scale-down for my reaction put me at sub-milligram amounts of catalyst. Since I didn't believe I could accurately weigh out this amount, I just plopped in a meg or 2. In retrospect I realize I used about 10 times too much catalyst, so perhaps upon reaching initiation into the catalytic cycle, it went very vigorously due the the massive catalytic availablilty. (i dunno, just an idea. For all I know, it could have nothing to do with this)