low.safety.standards
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Toluene to Aniline path
Hi guys,
New to the forum wanted to ask some input. I'm making hypergolic rocket fuel from Aniline and RFNA. The RFNA was made from Sulfuric Acid and Sodium
Nitrate, I'm now moving to find a path from Toluene to Aniline. My idea so far is as follows.
1 - Oxidizing Toluene with Potassium Permanganate to get Benzoic Acid
2 - Neutralize Benzoic Acid with Sodium Hydroxide to get Sodium Benzoate
3 - Distill the Benzene from molten Sodium Benzoate and Sodium Hydroxide ('Organikum's Process')
4 - Nitrate the Benzene to get Nitrobenzene
5 - Reduce Nitrobenzene with Sn and HCl to get the Aniline.
This is the simplest path I found in terms of easy-to-find reagents.
Any inputs? Also, any idea of how much % I could mix aniline with another fuel and still have the hypergolic reaction?
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DavidJR
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Sodium benzoate is already readily available and very cheap (it's used as a preservative in food).
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CobaltChloride
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As DavidJR said, sodium benzoate is really easy to get. It can be found at supermarkets as a preservative. For a method of converting this to anilline
without going through the toxic intermediate of benzene and doing the messy decarboxylation, check this thread out http://www.sciencemadness.org/talk/viewthread.php?tid=4201
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myristicinaldehyde
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If you want to use aniline for further reactions, and it is not an end-goal, a much easier route is purchasing acetanilide here and then deprotecting it.
If we don't study the mistakes of the future we're doomed to repeat them for the first time.
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Loptr
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There is a route to aniline using benzoic acid, nitromethane, and polyphosphoric acid.
I know this paper mentions it, but I can't remember if its the one I have in mind.
https://pubs.acs.org/doi/abs/10.1021/jo01032a020?journalCode...
"Question everything generally thought to be obvious." - Dieter Rams
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low.safety.standards
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The intermediate Benzotrichloride to get Benzoyl chloride from Toluene, which I think it's done by bubbling Cl2 under UV in Toluene, is super toxic,
right? :/
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JJay
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It's not that toxic or nasty compared to chlorine gas or benzyl chloride, but it's fairly nasty and probably a carcinogen... definitely not something
you want to breathe.
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low.safety.standards
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Oh well, I might just try it when I get my fumehood.
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TGSpecialist1
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Tbh it would be easiest to just buy aniline, but you can als heat benzoic acid with urea to make benzamide, then do a Hoffman degradation.
https://en.wikipedia.org/wiki/Hofmann_rearrangement
https://smvideo.djr.pw/watch/141/synthesis-of-anthranilic-ac...
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low.safety.standards
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That's what I ended up doing
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