Sciencemadness Discussion Board

Nitrobenzene

Ramiel - 28-1-2003 at 15:34

I would like to obtain nitrobenzene so that I can produce aniline (via the Du Pont method). I can get benzene, and also nitric acid fairly easily. I have learnt that under certain circumstances benzene is not nitrated furthur than mono-nitro benzene, I was wondering what those circumstances are.

I guess they mustn't be very strict since I also guess that dinitrobenzene of any description is much harder to produce than nitrobenzene.

A simple question I hope.

-Ramiel

madscientist - 28-1-2003 at 15:39

Nitrating benzene at 60C in mixed acid (H2SO4/HNO3) yields mononitrobenzene.

Ramiel - 28-1-2003 at 15:42



Thank you.

Blind Angel - 29-1-2003 at 13:40

You need Aniline for what (if i'm not too nosy) i remember that it's used in the conception of some "psychoactive" but dont remember which

Ramiel - 29-1-2003 at 21:38

That's true, but I actually want it for Sulfanilic acid; which changes color in the presence of Nitrites

I am a fish - 30-1-2003 at 07:39

Why not use 4-Nitrobenzenesulphonic acid as your starting point? It's sodium salt can be easily bought from a dyeing supplier under the name 'Ludigol F'.


Chris

Ramiel - 30-1-2003 at 19:38

Thanks, I'll look into that one! it seems like a great alternative. However; call me an idiot, but sometimes I think that making the compound/substance from simple OTC stuff is fun.

If you don't mind me butting in....

squeeker50 - 22-11-2003 at 21:30

If you don't mind me butting in too much, I have a question if ya'll are discussing nitrobenze. Do any of you happen to know how to brominate nitrobenzene?
Thanks!

OK I have a suggestion

chloric1 - 22-11-2003 at 21:47

Squeeker50, you may not have the CPAE(Chemistry of Powder and Explosives, by Davis) but there is a section of nitrated aromatics and in it they discuss the general reactions of aromatics. Well, to make a long story short NItro groups tend to inhibit substitution or when they do allow it they strongly orient towards the meta- postion. Unless you require a specific isomer I strongly suggest you brominate benzene then nitrate your haloarene. Otherwise you will be using reagents at great expense and the energy requirements will be steep. HOpe this helps.

squeeker50 - 23-11-2003 at 14:45

chloric1
hey, i wrote a message that I thought that was a reply, but i started another discussion....so its under the heading "Thanks".
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thanks...

chloric1
Thanks for the suggestion, I was afraid that is what I was going to hear. The point of my experiment is supposed to be showing the difference in adding brominating benzene then doing the nitration and nitrating benzene then doing the bromination. Thanks for your help.
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Edited to add reply. - Vulture.

No crossposting! Either way I close the other thread or you cease discussion about bromonitrobenzene in this thread.

[Edited on 23-11-2003 by vulture]