Sciencemadness Discussion Board

acetone enolate + HCL

zaltar - 7-12-2014 at 17:27

can i react acetone enolate (made with sodiumethoxide ) with hcl to end up with chloroacetone ? ive tryed is, after these steps the acetone + aquaous HCL smells much more agressive !

DraconicAcid - 7-12-2014 at 17:31

No, that would just give you acetone and sodium chloride.

Chemosynthesis - 7-12-2014 at 18:15

Hi. I just wanted to point out the FAQ and that generally if you are posting without a citation or verified data, that you should post in Beginnings.

zaltar - 7-12-2014 at 19:32

ok sorry for that !

Metacelsus - 8-12-2014 at 10:33

No. You'll get acetone and sodium chloride in an acid-base reaction.

FireLion3 - 8-12-2014 at 10:51

Like everyone else said, you would get Acetone and Sodium Chloride, but what isn't being said is that Sodium Methoxide is not a strong enough base to form an Acetone Enolate. The amount of enolate present will be very small, as the enolate reacts with the formed methanol, since the methoxide is favored. So if you add HCl you would only get a reaction between methoxide and the acid.

Judging by your apparent lack of experience, I strongly advise against making chloroacetone. It is a potent lachymator, AKA TEAR GAS. Chloroacetone has a history of use in warfare and I don't think it is something any beginner should be trying to make. Even having some sitting in a beaker in open air is enough to make you feel like you are blind and it will make for an extremely pleasant lab experience. Do not even think of making it without a fume hood and respirator.