Random - 3-3-2011 at 06:24
I am looking for synthesis of nitro and amino benzoic acids.
I don't have sulfuric acid, but maybe those compounds can be nitrated with even dilluted nitric acid, without sulfuric (like mononitrophenol):
I researched a little bit about that and I saw some ways to do it:
1)
Nitrate polystyrene, oxidize with more nitric acid to nitrobenzoic acid and then it can be reduced to aminobenzoic acids. It should yield para isomer.
2)
Nitrate benzoic acid, it should yield mono isomer, then it can be reduced to amino.
WIll that form explosive compounds? Because I don't want to prepare explosives and I don't want to blow myself up.
Another question is what is the procedure for these two ways, can I just use like 30% nitric acid to do everything without sulfuric like mononitration
of phenols?
UnintentionalChaos - 3-3-2011 at 08:11
Nitration of polystyrene will require stronger acid than 30% and likely sulfuric acid as well. My guess would be that it mononitrates about as readily
as toluene. An alkyl group is only mildly activating compared to a phenol.
Nitration of benzoic acid or an alkyl benzoate is not a trivial operation, as the ester/acid group is quite deactivating. See the rather severe
conditions used here for only a mononitration: http://www.orgsyn.org/orgsyn/prep.asp?prep=cv1p0372