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Part 3 in the series (Patreon)

Published:
2016-11-17 18:33:17
Edited:
2020-09-04 21:16:56
Imported:
2021-06

Content

Hey guys, part 3 here! I haven't filmed the future parts yet but I will get on it soon!


Strawpoll: http://www.strawpoll.me/11674538

Files

Aspirin to Acetaminophen - Part 3 of 6: Phenol from Salicylic Acid

We are back again for part 3 in our journey between pain relieving medications Previous videos: Part 1: ASA extraction - https://www.youtube.com/watch?v=YPIr26-Tg5c Part 2: ASA hydrolysis - https://www.youtube.com/watch?v=tSRWqbpNTF4 Decarboxylation videos: Benzene - https://www.youtube.com/watch?v=X10VZeQmFDo Pyridine - https://www.youtube.com/watch?v=r-xt24lBbrs Cadaverine: https://www.youtube.com/watch?v=C5hxFAwKIzs Procedure: http://www.sciencemadness.org/talk/viewthread.php?tid=27617 Strawpoll: http://www.strawpoll.me/11673315 Nile talks about lab safety: https://youtu.be/ftACSEJ6DZA -------------------------------- Patreon: https://www.patreon.com/nilered Youtube Membership: https://www.youtube.com/c/nilered/join NileRed Merch Store (NileRed Pin & Keychain): https://store.dftba.com/collections/nilered NileRed Website (Glassware & Beaker Mugs): https://nile.red -------------------------------- Instagram: https://www.instagram.com/nile.red Twitter: https://twitter.com/NileRed2 Discord: https://discord.gg/3BT6UHf

Comments

Anonymous

It says the video is private

nilered

Ah crap. Oops.ill fix it now

Roger Lee

Nice. So when the decarboxylation happens, you mention that it converts to phenol and CO2. There's a hydrogen in the starting material. Where does that go?

nilered

Forgot to mention. It goes to regenerate the aromaticity of the ring. With the co2 gone, the carbon that was attached below to it would only have 3 bonds. The H is picked up to give the carbon 4 bonds and regenerate aromaticity. The H might be added before the decarboxylation by another salicylic or it might be added to the ring intramolecularly by the carboxylic acid, at the same time that the co2 is being ejected I'm not sure

Anonymous

Doing another Patron strawpoll?

nilered
>>3048865

Ill repost my reply here because apparently it didnt reply to you directly.

nilered
>>3048865

Forgot to mention. It goes to regenerate the aromaticity of the ring. With the co2 gone, the carbon that was attached below to it would only have 3 bonds. The H is picked up to give the carbon 4 bonds and regenerate aromaticity. The H might be added before the decarboxylation by another salicylic or it might be added to the ring intramolecularly by the carboxylic acid, at the same time that the co2 is being ejected I'm not sure

nilered

no no no. It doesnt smell "like" diarrhea and vomit. It smells "OF" diarrhea and vomit. So much worse in my opinion.

nilered

no no no. It doesnt smell "like" diarrhea and vomit. It smells "OF" diarrhea and vomit. So much worse in my opinion.

nilered

haha, nothing like the smell of diarrhea in the morning.

Paul Grodt

Phenol fascinates me. If you are ever in the mood to do some reactions involving phenolic polymers, sign me up.

Paul Grodt
>>3053092

That's the obvious one, certainly. I've seen the bakelite reaction before and it's a really cool one. But there's also Novolacs, which I haven't seen before. I suspect that either could make for great videos.

nilered
>>3053092

Im definitely doing Bakelite at some point, but Ill try to look into some other phenolic polymers

Paul Grodt
>>3053092

Great to hear, thanks! Come to think of it, the salicylic acid here turned the same color pink that the phenol-formaldehyde mixture turns as you add the catalyst, just before it kicks off.

Anonymous

Emery my last name is Emery

nilered
>>3055241

Hey, really sorry about that. I remade the name list and ordered it and somehow your name got messed up. I am really hoping there aren't a lot of other mistakes in there..

Roger Lee

Hey. Completely unrelated to this video, do you still have that methylamine? If so, how difficult would it be to convert it to melamine? Would it be worth the time and effort to try?

nilered
>>3074214

I do still have it, but with a quick search i dont see anything about using it to make melamine. Do you have a source?

Roger Lee
>>3074214

I do not have a source. The idea actually came to me due to the fact that I misread one for the other, and thought that it should be possible. the structures aren't that far off, are they?

nilered
>>3074214

they are very different! If we are talking about the same thing <a href="https://en.wikipedia.org/wiki/Melamine" rel="nofollow noopener" target="_blank">https://en.wikipedia.org/wiki/Melamine</a>

Roger Lee
>>3074214

Huh. I have to wonder how I managed to misunderstand what I was looking at (OK, so it's not such a surprise, considering I'm a mildly gifted amateur on the best of days). I was looking at the output from Wolfram Alpha, and the skeleton drawings looked a lot closer. Ah well. Just a thought. There's a reason I'm in IT...

Anonymous

Very good video. Thanks for the effort!