I ran across 3-phenyl-1,1,1-triflouroacetone in a catalog. aka. benzyl trifluoromethyl ketone, or 1,1,1-trifluoro-3-phenyl-2-propanone.
I can't help but wonder... is there anything I can do with this molecule synthetically. Is there perhaps a good way to remove the
three terminal flourines?
Wishful thinking probably.Lord_Worm - 31-3-2006 at 16:50
hahah wat u trying to get.PhenylacetoneSandmeyer - 31-3-2006 at 17:16
if you ever sucseed in doing this - send your synthesis to The Journal of Unpublished Chemistry, latest issue features:
The total synthesis of triethyl ammonium hydrobromide from expensive, difficult to prepare starting materials.
Abstract: Triethyl ammonium hydrobromide was synthesised in excellent yield from N-tertbutyldimethylsilanyl-4-bromo azetidinone in a single step.
Originally posted by Flip
Is there perhaps a good way to remove the three terminal flourines?
Wishful thinking probably.
are you kidding.Flip - 1-4-2006 at 10:02
Uhhh... no. I'm really not kidding. Enlighten me.turd - 1-4-2006 at 12:37
The C-F bond is one of the strongest bonds you will find in organic chemistry. Good luck in breaking it.
But why don't you try to make the corresponding (meth)amphetamine (try saying atfmphetamine aloud!) and characterise it? That would be interesting -
more so than dull amphetamine.Nicodem - 1-4-2006 at 12:59
Substituting the alpha-methyl group with the trifluoromethyl abolishes amphetamine-like activity in amphetamine. At least according to Pinder, Burger
, J. Pharm. Sci. 56 (1967) 970. Other electron withdrawing groups, like the cyano for example, have similar effect. Only the electron
donating groups (Et, allyl, ethynyl ) maintain some amphetamine-like activity in animal models.
