Sciencemadness Discussion Board

nitrostyrene

Filemon - 28-6-2007 at 16:42

I don't understand the synthesis proposed in Rhodium. For that so much cold? Would not it harm the dehydration and therefore the formation of the insaturate?

http://www.erowid.org/archive/rhodium/chemistry/nitrostyrene...

chochu3 - 28-6-2007 at 22:17

Organic Syntheses, Coll. Vol. 1, p.413 (1941); Vol. 9, p.66 (1929). has a few notes about this rxn.

[Edited on 29-6-2007 by chochu3]

garage chemist - 28-6-2007 at 22:32

Its to keep the nitromethane from being degraded by the sodium hydroxide. The strong cold is very important with this method of preparation. This is not the case with the more known methods of nitrostyrene synthesis, e.g. with an amine catalyst.

Actually, the method you posted prepares the sodium nitroalcoholate in the cold first, and the elimination of water to form nitrostyrene only happens when the mixture is poured into HCl as in the preparation.

Filemon - 29-6-2007 at 15:36

How can one obtain the sodium salts of nitromethane (I mean to isolate them)?