Sciencemadness Discussion Board

OTC sandmeyer reactants

cnidocyte - 22-3-2011 at 06:57

Sanymeyer reactions fascinate me and azo dyes are pretty cool but I don't really know any OTC aromatic amines that I can use in azo coupling reactions. Would my best bet to be to make some aniliine from toluene then use it to form a diazonium ion that I can then add to toluene, naphthaline, pyridine etc?

ScienceSquirrel - 22-3-2011 at 07:22

Try paracetamol, it will hydrolyse to 4- amino phenol which can be diazotised.
4- amino benzoic acid is also readily available from health food stores.
Benzene toluene and pyridine are far too inactive to undergo diazonium coupling.
You could try aspirin or salicylic acid made from it as a substrate.

[Edited on 22-3-2011 by ScienceSquirrel]

cnidocyte - 22-3-2011 at 12:54

Thanks a lot! I like the idea of making azo compounds with paracetamol. Gonna look into 4-amino benzoic acid too.