Sciencemadness Discussion Board

reduction with zinc or iron

chemist1243 - 13-11-2020 at 08:44

I want to reduce some nitrovanillin to the amine. Ive heard of zinc and iron dissolved in HCl being used, but I can’t find any procedures on it. Does anyone know at least a basic outline of one of these aromatic nitro group reductions?


ArbuzToWoda - 13-11-2020 at 08:46

These reductions can sometimes get a tiny bit messy. I recommend the use of sodium dithionite or thiourea dioxide instead. You should be able to find many situations of the Fe/HCl reduction too though, where did you search? This looks interesting for example:

monolithic - 13-11-2020 at 09:23 see the link in the first post

njl - 13-11-2020 at 09:33

If you insist on using a dissolving metal reduction then that's ok, but I second thiourea dioxide. Very straightforward to use and cheap.

Chem Science - 13-11-2020 at 11:45

maybe this post can help

chemist1243 - 13-11-2020 at 12:20

Thanks guys. ill probably update later to tell you how it went. I’m gonna try the Trimethoxynitrostyrene Method that was mentioned. I expect higher than 20% yield because zinc/HCl reductions are known to give crap yeilds on non-aromatic nitro groups.

Corrosive Joeseph - 13-11-2020 at 14:16

Quote: Originally posted by chemist1243  
I can’t find any procedures on it.

I find this hard to believe.... Look up the iron and acid reduction of nitrobenzene. AKA the Bechamp reduction.