Reminds me of a joke - a man walks into a pharmacy and says "Can I get a jar of monoacetic acetylsalicylic acid?" - The guy behind the counter says ".....do you mean Aspirin?" and the man says "That's it! I never can remember the name......."
@@DannyTVoriginal what course did you take becasue i pretty much literally had pharmacist course light when i was studying to be a technician. I left knowing as much and the same stuff as a pharmacist; is that not the norm?
@@michealpersicko9531 They know more than doctors when it comes to medications, dosage for age/pregnancy/liver or kidney disease, indication, contraindication, side effects Theyre just extremely humble So no, it's not the norm and you certainly dont know anywhere close to what they do Just your dunning kruger effect
yes because of the temperature, but aspirin can actually be used topically when crushed into a powder and add little water to make it into a paste and it can relieve pain
I wish I could hit that like button a second time! I love this channel! I really enjoy the other channels NileRed gets inspiration and or reaction adaptations from. ^.^
Just out of curiosity (and in case that I missed it), did you do anything to verify the purity of the ASA? For example did you measure the melting point and/or check the purity with tlc? Nice video; and I don't know anyone who hasn't forgotten to add a stir bar!
+NileRed I really like how you include the failures and problems, because that is how science most of the time is like and it is uplifting to see that I'm not the only one having such issues.
Maybe you could try adding some activated charcoal, during the recrystallization, to get rid of the pink dye that had the tablets. Although, it would imply a loss in the recrystallization yield due to adsorption of aspirin on the charcoal. But it should work!
Nile red!, you are the best on youtube!. just a question: can you do a more *detailed* version of extracting litium out of a litium battery? (you can use a button-cell battery too if you want, it wont stink as much and they are small,even if shorted maybe gets a bit warm, but not that dangerous.) have a great day sir!
Could anyone name the track that starts at 11:48? It sounds like some royalty-free thing from Chris Zabriskie, General Fuzz, etc., but I can't place it.
I just listened to a video narrating your story and how you got involved in making UA-cam videos. I have watched many of your videos and I have tried some of the experiments myself. (extracting capsaicin, making various ester compounds, i.e. ethyl acetate, and making fluorescein) I HAD NO IDEA how much we have in common!!! I love both biochemistry and pharmacology! I don't have a degree, but I am self-taught in both of those subjects. I did attend college, but I dropped out. I just know that you will be very sympathetic to my point of view when I tell you that part of the reason I dropped out of college is that I am NOT a fan of being "well rounded"! In the course of my studies, I had to take all of these REALLY STUPID, BORING courses which I had no interest in! (I'm sure you can relate) Anyway, I just watched your bio video just now and I wanted to reach out to you because we have a lot in common in terms of our academic areas of interest. Thank you for your videos!
One of my particular areas of interest is in the biochemistry of the various natural brain chemicals. More specifically, I have a particular interest in the natural brain chemical called phenylethylamine. It's fascinating to me that not only does the brain produce natural opiates (endorphins and enkephalins), but the brain also produces the natural version of amphetamine (phenylethylamine).
If I were you I would use activated carbon to get rid of that pinkish dye component somewhere around 6:40 or 10:30 and I second what you said @1:39. The cheap brands are much better to extract ASA from, because they contain just good plain ASA + filler and no those fancy additional components to improve taste, appearance or solubility in your stomach.
I just didnt think it would have been worth it to do activated charcoal, but it mightve worked. The next step is the hydrolysis, which involves a second recryst and then the phenol will be multiple distillations. I figured it would all get cleaned out eventually. (spoiler alert: I made the phenol and it's very nice and colorless)
NileRed That's a reasonable approach. Based on Drugs.com information (I assume this is your brand: www.drugs.com/otc/224985/bayer-aspirin-extra-strength-caplets.html ?) your caplets contains: D&C RED NO. 7 : (Lithol Rubin BCA) pubchem.ncbi.nlm.nih.gov/compound/9571018 FD&C BLUE NO. 2: (Indigo Carmine) en.wikipedia.org/wiki/Indigo_carmine FD&C RED NO. 40: (Allura Red AC) en.wikipedia.org/wiki/Allura_Red_AC ...plus lot of other inactive crap that complicates the separation. These dyes should get absorbed by activated charcoal quite nicely, so the very first crystallization might have given you a well bleached product. But I still strongly suggest to pick less contaminated starting material. Check out ingredients of different OTC brands here: www.drugs.com/otc/aspirin.html Some of them are almost plain aspirin and starch. Anyway, this stage is already your history, so this advise mostly goes to your subscribers :)) Good luck with the upcoming stages!
You should add activated carbon when you are heating the water for the recristallization. It will adsorbe organic dyes and you eliminate it during the hot filtration
I just thought it would be cool to synthetically go from one to another. Would it be safe to use? Probably, but I wouldn't. Ive made too many poisonous stuff and mercury salts to trust my glass.
@NileRed; Hey, maybe you can use some activated carbon, followed by an ion exchange column chromatography, and finally a C-18 flash chromatography as a viable purification method on the Tylenol? I realize that it is a lot of work to put into polishing, but I was wondering if it would even work at all? I think it would be super cool if you could turn safe, drinkable ASA into safe, drinkable Tylenol; however, I suppose that would probably require getting a second, clean set of glassware that can only be used with food-grade reagents, which is not really practical... at all, lol.
Can you perform some acid/base extraction? As in, turn the ASA into sodium acetylsalicylate, dissolve it with water, react the water with some acid, get the ASA back.
I listen to most genres and it really varies what I like. Some artists that im listening to recently is "Oh Wonder" "Alan Walker" "Zedd". My phone is dead so I cant see my spotify...but this is just from the top of my head Here are some links: Oh Wonder - Dazzle - ua-cam.com/video/A1EJOnYvA5Q/v-deo.html Oh Wonder - Lose it (Jerry Remix) - ua-cam.com/video/NhK8Ehv6aPI/v-deo.html Oh Wonder - All we do - ua-cam.com/video/F30G87zlRPw/v-deo.html Black Coast - TRNDSTTR (Lucian Remix) - ua-cam.com/video/r7Ve8ExE8YY/v-deo.html Alan Walker - Sing me to Sleep - ua-cam.com/video/2i2khp_npdE/v-deo.html Disclosure - You and Me (Flume remix) - ua-cam.com/video/_zPlr-o-YEQ/v-deo.html Zedd - Beautiful Now - ua-cam.com/video/n1a7o44WxNo/v-deo.html Chainsmokers - Inside Out - ua-cam.com/video/oygNmMISdC0/v-deo.html Chainsmokers - New York City - ua-cam.com/video/rSwdh3tITwE/v-deo.html
Erik Hoevenberg Salicylic acid is the decomposition product of ASA. Both aren't very soluble in cold water. So the SA should end up as impurity in the ASA which doesn't matter because making SA was the next step.
Anticonny Didn't pay enough attention to know that but he trows out the acetone that contains the Salicylic acid right? ... I will come back later and edit this comment again I think.
Damn! Your video gave me an idea; I wish you would've put this out 10 days ago. I had just enough acetone (500mL) to dissolve the ASA I had. I didn't want to waste it so I only used about 400mL heating it up and complementing it with some butanone but I could've gotten away with 100mL. Pour a portion (or all) of the ACA in to a beaker, add 100mL of acetone to dissolve, heating it to a boil and getting a saturated solution. Then do a hot filtration just like you did (well, not exactly like you did . . . sorry). Then scrap the undissolved solids back in to the beaker, allow the solution in the flask to cool and the ACA to precipitate out, possibly putting it in to a freezer or ice bath. Then decant off the acetone back in to the beaker, add more crushed ACA tablets, heat, and repeat until all of the ACA is in the flask. This of course only matters if your too broke to spend $6 on a liter of acetone AND your largest boiling flask (a modest 500mL at that) broke and you don't have any money to replace it, nor the patience to do half a dozen distillations to recover the $1 of propanone.
There are definitely many ways to be more efficient with solvents. It just usually requires more time. When you have the budget, it is so much easier to be wasteful unfortunately.
You do know that if you turn the grinder off then over with the lid still on you can knock the contents into the built in bowl of the grinder then pour the contents out from there. Much less messy. Yes, the lid is a bowl for the coffee or in your case aspirin. Try it out.
you can mono nitrate the aspirin right away, and do a reduction in a mixture of acetic acid and acetic anhydride to get the para acetaminophen. that way you would save quite a few steps. You can even use only acetic acid if you let the reaction run for a longer time. The yield should be better that way too.
Decarboxylation of aromatic nitrocarboxylic acids proceed way easier than the non nitrated compound. Plus, more often than not it will decarboxylate in situe
Nile Red can I ask for an advice, can I use solvent extraction and crystalization to separate components of an essential oil coming from a plant called dumb cane (Dieffenbachia picta)???????
Nile red (or anyone), Last night while doing this experiment I got to the recrystallization of the acetylsalicylic acid and heated up the water. I ended up forgetting to turn off the hotplate and the next day (Today) I noticed that the bottom of the beaker was full of burnt compounds, however, snow white crystals were on the top of my beaker. (I didnt use an erlenmeyer flask for the recrystallization.) I was wondering of ASA thermally decomposes into any compound like salicylic acid. Are these crystals ASA? Id like to know because I dont want to waste them attempting to identify if they're ASA. Also if they are why didnt you vaporize the ASA to remove the dye? Thanks in advance.
Nile, please answer this. When you get to paracetamol, why does most ofn it get lost after the first recrystalization? Synthesis is good yield, after recrystalise and wash the yield becomes single digit. Can you ellaborate?
I see that the two aspirin boxes are in two different languages. Do you have to account for there being a mixture of the English and French isomers of ASA?
It's a hydrochloride so it's very water soluble. Extract with water, then turn it into its free base form with something like NaOH. This is not very soluble in water. There are more professional ways though. I don't think that Nile Red will do it because it is a controlled substance. If you have chemistry as a major hobby you already have a hard time even if you aren't doing anything illegal.
Can you do acetaminophen to phenacetin? My second year orgo lab made us do it, and while they said we were supposed to get high yields, everyone got poor yields. Just curious about what method you'll try, something makes me think they screwed us over intentionally.... that or we just suck lol.
NileRed It would be five considering we wouldn't have to do the extraction step seeing as how we had pure ASA, but that's still a long time considering we only had lab time once every two weeks... :/
i believe the actual common name is acetaminophen (p-acetylaminophenol, i doubt you can get o-acetylaminophenol though) paracetamol and tylenol are trade names
depends where you´re from. in america it might be better known as tylenol but for example here in germany the name tylenol is entirely unknown. despite being one of the most used pain medications .
Hey NileRed, I know that I've asked you if his this before but you never answered me. Where do you get those blue alcohol thermometers? I am a very big fan of yours and have watched all of your videos multiple times over. If you could please answer this question I would greatly appreciate it. Thank you. E.S.
I think you also get some meta, but it might actually help a lot in yield. My purpose in going from phenol though is 2 fold: It would show the normal synth of paracetmol. Also, I dont know how well the decarboxylation of the nitrated compound works. I know the salicylic acid one works well, but the nitrated one might give me troubles.
Hey Nile do you think you could make a video about the oxidation from anthranlilic acid to IBX? Would be pretty awesome (especially if you use the IBX you make in a future video)
NileRed So, off topic, but how would you go about drying phosphoric acid. Not all the way, but to a more concentrated solution. I bought some 20-25% phosphoric acid solution for 4 dollars from Wal Mart, and I want to bring it up to over 75% My main issue is I can't distill because the phosphoric acid would just decompose. I was thinking some form of drying agent, but I'm no phd, or even a student, or actually a credible source for chemistry info at all. Thought I would get someone's opinion that actually knows what they are doing.
may i make a request? i would like to see some more rare chemical reactions things that involve maybe Xenon, and Oxygen. it may be difficult i didn't really see much on the experiment but it involved making an unstable sand with the heaver noble gases as well as a rare reaction that stripped an electron from oxygen making it positive. please let me know i jsut wanted to see the reaction. i heard about it from another channel called periodic videos.
Tylenol is just the brand, like Aspirin is the brand for ASA. I could also call it Paracetamol, which is an abbreviation for the chemical name you wrote.
ficolas2 In the us it is. In switzerland too. In my country (Belgium) you can only advertise placebos (they call it "homeopathic medicine" for some reasons).
When you buy aspirin and realize you're allergic, but you also have a PhD. in chemistry... So you just convert it into paracetamol.
crnobijeli13 relatable
I want it to be relatable ._.
just saying, i get headache from Aspirin, like, what the fuck, isnt that supposed to cure that?
Chrischi3LPs Aspirin is also a blood thinner. If you already have low blood pressure that could be the reason for that.
possible, but id rather say i have high blood pressure. anyways, id say ill stick with other alternatives for the time being.
Reminds me of a joke - a man walks into a pharmacy and says "Can I get a jar of monoacetic acetylsalicylic acid?" - The guy behind the counter says ".....do you mean Aspirin?"
and the man says "That's it! I never can remember the name......."
David Alexandrou haha
ME (I'm a pharmacy technician and we almost only learn the active ingredients)
@@DannyTVoriginal what course did you take becasue i pretty much literally had pharmacist course light when i was studying to be a technician. I left knowing as much and the same stuff as a pharmacist; is that not the norm?
@@michealpersicko9531 They know more than doctors when it comes to medications, dosage for age/pregnancy/liver or kidney disease, indication, contraindication, side effects
Theyre just extremely humble
So no, it's not the norm and you certainly dont know anywhere close to what they do
Just your dunning kruger effect
I am this person, in many contexts
The combination of a highly technical explanation with a totally laid back attitude is what makes it!
I love that you make little mistakes in these videos. Makes it feel a lot more human.
I probably won't ever do this, but..
Cool!!
It's funny that Bayer uses a dye to brand their Aspirin in Canada. Here in Germany they don't do that.
I dont know why they dont stamp their logo into the pills like everybody else
At least they don't use yellow dye.
*if you burn yourself with boiling aspirin water... will it hurt?*
Yes, cause the aspirin won't get into your circulatory system
yes because of the temperature, but aspirin can actually be used topically when crushed into a powder and add little water to make it into a paste and it can relieve pain
IT WAS A JOKE
Callum Anthony Leake yes I'm aware, but there was actually a lesson to be learned from the joke
***** ah yes, that was the first lesson, young grasshopper. The second, was what I stated in my previous comment. **pats head**
Dude, 94% with all those steps is golden!
I wish I could hit that like button a second time! I love this channel! I really enjoy the other channels NileRed gets inspiration and or reaction adaptations from. ^.^
It's funny to see you making what we learn this year only on paper ( nitrosation, reduction... ).
Lot of thx for your work from France !
Just out of curiosity (and in case that I missed it), did you do anything to verify the purity of the ASA? For example did you measure the melting point and/or check the purity with tlc? Nice video; and I don't know anyone who hasn't forgotten to add a stir bar!
Hi Nile Red. Do you think it would be possible to do an extraction of salicin from willow tree bark?
thats actually a pretty good idea
NileRed would you be willing to do it?
gg
If this video has been done already I want a link.
But since it hasn't been done I will simply moan about it in this comment thread
Was wondering the same
Got an Aspirin Ad before that video lol
By far this is the first time you have messed up so many times in a vid.
I purposely kept the fails there so people can see what not to do!
NileRed my guess 52%
+NileRed I really like how you include the failures and problems, because that is how science most of the time is like and it is uplifting to see that I'm not the only one having such issues.
Y
Maybe you could try adding some activated charcoal, during the recrystallization, to get rid of the pink dye that had the tablets. Although, it would imply a loss in the recrystallization yield due to adsorption of aspirin on the charcoal. But it should work!
Nile is suffering from Pink Crystal syndrome
Nile red!, you are the best on youtube!. just a question: can you do a more *detailed* version of extracting litium out of a litium battery? (you can use a button-cell battery too if you want, it wont stink as much and they are small,even if shorted maybe gets a bit warm, but not that dangerous.) have a great day sir!
Video suggestion, do redux reaction with a mercury salt. I know that murcury is highly toxic, but it would look pretty cool.
*beautiful crystallization shot with nice music* *immediately shakes flask violently*
Watching his videos while in quarantine, because I miss my chem labs in college.
Awesome concept. Looking forward to the entire series. :)
Could the pink colour be due to iron impurities? Iron certainly complexes with salicylic acid to produce a deep pink/purple colour.
It is possible, but where did the iron come from?
Hey man, I'm a chem student and I find your videos fascinating. USA curious, what level of education do you have in chemistry?
According to Wikipedia he holds a Bachelor's in it
What about extracting the Ibuprofen from Hydrocodone? lmAo
Could anyone name the track that starts at 11:48? It sounds like some royalty-free thing from Chris Zabriskie, General Fuzz, etc., but I can't place it.
Another lovely video, thanks Nilered :)
No problem!
I just listened to a video narrating your story and how you got involved in making UA-cam videos. I have watched many of your videos and I have tried some of the experiments myself. (extracting capsaicin, making various ester compounds, i.e. ethyl acetate, and making fluorescein) I HAD NO IDEA how much we have in common!!! I love both biochemistry and pharmacology! I don't have a degree, but I am self-taught in both of those subjects. I did attend college, but I dropped out. I just know that you will be very sympathetic to my point of view when I tell you that part of the reason I dropped out of college is that I am NOT a fan of being "well rounded"! In the course of my studies, I had to take all of these REALLY STUPID, BORING courses which I had no interest in! (I'm sure you can relate) Anyway, I just watched your bio video just now and I wanted to reach out to you because we have a lot in common in terms of our academic areas of interest. Thank you for your videos!
One of my particular areas of interest is in the biochemistry of the various natural brain chemicals. More specifically, I have a particular interest in the natural brain chemical called phenylethylamine. It's fascinating to me that not only does the brain produce natural opiates (endorphins and enkephalins), but the brain also produces the natural version of amphetamine (phenylethylamine).
Mesmerizing once again ! I love your videos and I might consider supporting you on Patreon you really deserve it :)
I appreciate the love!
Y
If I were you I would use activated carbon to get rid of that pinkish dye component somewhere around 6:40 or 10:30 and I second what you said @1:39. The cheap brands are much better to extract ASA from, because they contain just good plain ASA + filler and no those fancy additional components to improve taste, appearance or solubility in your stomach.
I just didnt think it would have been worth it to do activated charcoal, but it mightve worked. The next step is the hydrolysis, which involves a second recryst and then the phenol will be multiple distillations. I figured it would all get cleaned out eventually. (spoiler alert: I made the phenol and it's very nice and colorless)
NileRed That's a reasonable approach. Based on Drugs.com information (I assume this is your brand: www.drugs.com/otc/224985/bayer-aspirin-extra-strength-caplets.html ?)
your caplets contains:
D&C RED NO. 7 : (Lithol Rubin BCA) pubchem.ncbi.nlm.nih.gov/compound/9571018
FD&C BLUE NO. 2: (Indigo Carmine) en.wikipedia.org/wiki/Indigo_carmine
FD&C RED NO. 40: (Allura Red AC) en.wikipedia.org/wiki/Allura_Red_AC
...plus lot of other inactive crap that complicates the separation.
These dyes should get absorbed by activated charcoal quite nicely, so the very first crystallization might have given you a well bleached product.
But I still strongly suggest to pick less contaminated starting material. Check out ingredients of different OTC brands here: www.drugs.com/otc/aspirin.html
Some of them are almost plain aspirin and starch. Anyway, this stage is already your history, so this advise mostly goes to your subscribers :))
Good luck with the upcoming stages!
AYYY I did this exact experiment in my AP chem class. It was dope as hell, until someone took some and threw up lmao
Please stop skipping ahead in abrupt jumps during recrystallization! Just do a time lapse so we can see the transition smoothly!
@NileRed, whats the song that you use around 12:10?
It is a random "song" I made: soundcloud.com/user-628235621/cliffhanger-discovery
@@NileRedit's nice! Thanks for making it :)
could you extract syn-propanethial-S-oxide? I don't think it's ever been done before and recorded publicly, at least that I can find.
it would be really awesome to see if you could.
I imagine you'd need a lot of onions to get any sizeable amount of it, but yeah that'd be cool.
I looked it up at some point and itll be very hard to do a practical extraction
You should add activated carbon when you are heating the water for the recristallization. It will adsorbe organic dyes and you eliminate it during the hot filtration
Nice! I would try the nitration first; better regio control and should be easier to decarboxylate the deactivated ring.
If you don't mind me asking why do you want to make Tylenol and is it safe for human use?
I just thought it would be cool to synthetically go from one to another. Would it be safe to use? Probably, but I wouldn't. Ive made too many poisonous stuff and mercury salts to trust my glass.
tylenol, dont you mean paracetamol? "Para aceta phenol"
I KNOW! SEND IT TO CODY'S LAB!
Or Acetaminophen. Guess it depends which side of the pond one is on.
@NileRed; Hey, maybe you can use some activated carbon, followed by an ion exchange column chromatography, and finally a C-18 flash chromatography as a viable purification method on the Tylenol?
I realize that it is a lot of work to put into polishing, but I was wondering if it would even work at all?
I think it would be super cool if you could turn safe, drinkable ASA into safe, drinkable Tylenol; however, I suppose that would probably require getting a second, clean set of glassware that can only be used with food-grade reagents, which is not really practical... at all, lol.
Can you perform some acid/base extraction? As in, turn the ASA into sodium acetylsalicylate, dissolve it with water, react the water with some acid, get the ASA back.
I know this is a kind of weird question, but what music (if any) do you listen to?
Oscar Poll please answer this
I listen to most genres and it really varies what I like. Some artists that im listening to recently is "Oh Wonder" "Alan Walker" "Zedd". My phone is dead so I cant see my spotify...but this is just from the top of my head
Here are some links:
Oh Wonder - Dazzle - ua-cam.com/video/A1EJOnYvA5Q/v-deo.html
Oh Wonder - Lose it (Jerry Remix) - ua-cam.com/video/NhK8Ehv6aPI/v-deo.html
Oh Wonder - All we do - ua-cam.com/video/F30G87zlRPw/v-deo.html
Black Coast - TRNDSTTR (Lucian Remix) - ua-cam.com/video/r7Ve8ExE8YY/v-deo.html
Alan Walker - Sing me to Sleep - ua-cam.com/video/2i2khp_npdE/v-deo.html
Disclosure - You and Me (Flume remix) - ua-cam.com/video/_zPlr-o-YEQ/v-deo.html
Zedd - Beautiful Now - ua-cam.com/video/n1a7o44WxNo/v-deo.html
Chainsmokers - Inside Out - ua-cam.com/video/oygNmMISdC0/v-deo.html
Chainsmokers - New York City - ua-cam.com/video/rSwdh3tITwE/v-deo.html
When somebody says "Zed" i think about plump fiction.
Fabienne: Whose motorcycle is this?
Butch: It's a chopper, baby.
Fabienne: Whose chopper is this?
Butch: It's Zed's.
Fabienne: Who's Zed?
Butch: Zed's dead, baby. Zed's dead.
NileRed Great thank you!
NileZedd
Careful, man. Even in water or acetone, you'll decompose quite a bit of it. Heating should be kept to a minimum throughout the entire process.
Does it matter if his next step is makig salicylic acid anyway?
Yes, if he has more ASA he can make more of the other stuff he wants to make.
Erik Hoevenberg
Salicylic acid is the decomposition product of ASA. Both aren't very soluble in cold water. So the SA should end up as impurity in the ASA which doesn't matter because making SA was the next step.
Anticonny Didn't pay enough attention to know that but he trows out the acetone that contains the Salicylic acid right?
... I will come back later and edit this comment again I think.
Instead of learning for my organic chemistry mechanisms exam I'm watching your videos :( Still love chemistry tho (and your videos)
Dont fail!
beautiful quality! what lenses do you use?
I was thinking 30% in my head before you said it !:D
We shall see!
Is it bad if i just like listening to you explain all of this while im not paying attention
11:32 Why bring it to a boil again?
Damn! Your video gave me an idea; I wish you would've put this out 10 days ago. I had just enough acetone (500mL) to dissolve the ASA I had. I didn't want to waste it so I only used about 400mL heating it up and complementing it with some butanone but I could've gotten away with 100mL. Pour a portion (or all) of the ACA in to a beaker, add 100mL of acetone to dissolve, heating it to a boil and getting a saturated solution. Then do a hot filtration just like you did (well, not exactly like you did . . . sorry). Then scrap the undissolved solids back in to the beaker, allow the solution in the flask to cool and the ACA to precipitate out, possibly putting it in to a freezer or ice bath. Then decant off the acetone back in to the beaker, add more crushed ACA tablets, heat, and repeat until all of the ACA is in the flask. This of course only matters if your too broke to spend $6 on a liter of acetone AND your largest boiling flask (a modest 500mL at that) broke and you don't have any money to replace it, nor the patience to do half a dozen distillations to recover the $1 of propanone.
There are definitely many ways to be more efficient with solvents. It just usually requires more time. When you have the budget, it is so much easier to be wasteful unfortunately.
You do know that if you turn the grinder off then over with the lid still on you can knock the contents into the built in bowl of the grinder then pour the contents out from there. Much less messy. Yes, the lid is a bowl for the coffee or in your case aspirin. Try it out.
you can mono nitrate the aspirin right away, and do a reduction in a mixture of acetic acid and acetic anhydride to get the para acetaminophen. that way you would save quite a few steps. You can even use only acetic acid if you let the reaction run for a longer time. The yield should be better that way too.
To be honest, it didnt even occur to me to start with the mononitration
Decarboxylation of aromatic nitrocarboxylic acids proceed way easier than the non nitrated compound. Plus, more often than not it will decarboxylate in situe
legoalex
Nile Red can I ask for an advice, can I use solvent extraction and crystalization to separate components of an essential oil coming from a plant called dumb cane (Dieffenbachia picta)???????
Nile red (or anyone), Last night while doing this experiment I got to the recrystallization of the acetylsalicylic acid and heated up the water. I ended up forgetting to turn off the hotplate and the next day (Today) I noticed that the bottom of the beaker was full of burnt compounds, however, snow white crystals were on the top of my beaker. (I didnt use an erlenmeyer flask for the recrystallization.) I was wondering of ASA thermally decomposes into any compound like salicylic acid. Are these crystals ASA? Id like to know because I dont want to waste them attempting to identify if they're ASA. Also if they are why didnt you vaporize the ASA to remove the dye? Thanks in advance.
Nile, please answer this. When you get to paracetamol, why does most ofn it get lost after the first recrystalization? Synthesis is good yield, after recrystalise and wash the yield becomes single digit. Can you ellaborate?
That usually means either you had a lot of contamination or you used too much solvent to recrystallize (or the wrong solvent!)
I see that the two aspirin boxes are in two different languages. Do you have to account for there being a mixture of the English and French isomers of ASA?
Bro taught me everything I know about predicting yields 😊😂
Could u extract ephedrine HCl pls
just buy it pure noob
It's a hydrochloride so it's very water soluble. Extract with water, then turn it into its free base form with something like NaOH. This is not very soluble in water. There are more professional ways though.
I don't think that Nile Red will do it because it is a controlled substance. If you have chemistry as a major hobby you already have a hard time even if you aren't doing anything illegal.
what are those diagrams at 0:45 called?
Can you do acetaminophen to phenacetin? My second year orgo lab made us do it, and while they said we were supposed to get high yields, everyone got poor yields. Just curious about what method you'll try, something makes me think they screwed us over intentionally.... that or we just suck lol.
I only have ethyl alcohol .Will it work as an alternative to acetone ,to dissolve it ?
why you take this dirty way with nitration of phenole?
i think iodination of it with NaI in aq. and RT or reflux is better.
Converting acetylsalicylic acid to acetaminophen?? How very interesting! We didn't even get the chance to do that in our class!!
Because it would take the entire semester probably, haha. 6 distinct steps is at least 6 lab periods
NileRed It would be five considering we wouldn't have to do the extraction step seeing as how we had pure ASA, but that's still a long time considering we only had lab time once every two weeks... :/
wait isn't tylenol better known as paracetamol ?
wow benzene ring, you are pretty relevant here.
Yeah maybe it is. I added paracetamol to the title
Hello, brother!
i believe the actual common name is acetaminophen (p-acetylaminophenol, i doubt you can get o-acetylaminophenol though)
paracetamol and tylenol are trade names
depends where you´re from. in america it might be better known as tylenol but for example here in germany the name tylenol is entirely unknown. despite being one of the most used pain medications .
You should've done a full time lapse of the ASA crystallizing instead of jump cuts...
is buying tylenol upright cheaper than all this long tedious extraction . i assume this is the best method to use if not chem players method .
Hey NileRed, I know that I've asked you if his this before but you never answered me. Where do you get those blue alcohol thermometers? I am a very big fan of yours and have watched all of your videos multiple times over. If you could please answer this question I would greatly appreciate it. Thank you. E.S.
might you get better para selectivity if you nitrate salicylic acid before decarboxylation?
I think you also get some meta, but it might actually help a lot in yield. My purpose in going from phenol though is 2 fold:
It would show the normal synth of paracetmol. Also, I dont know how well the decarboxylation of the nitrated compound works.
I know the salicylic acid one works well, but the nitrated one might give me troubles.
Hey Nile do you think you could make a video about the oxidation from anthranlilic acid to IBX? Would be pretty awesome (especially if you use the IBX you make in a future video)
I dont know if i can even get IBX
Maybe you should start using erlenmeyer flasks for distillation,like NurdRage. It would be soo much easier to get out solid than from round bottom
That is true. I just like my round bottoms and the heating mantle. Gives me really good temp control
Someone get this man a silver playbutton.
That is the dream
NileRed So, off topic, but how would you go about drying phosphoric acid. Not all the way, but to a more concentrated solution. I bought some 20-25% phosphoric acid solution for 4 dollars from Wal Mart, and I want to bring it up to over 75% My main issue is I can't distill because the phosphoric acid would just decompose. I was thinking some form of drying agent, but I'm no phd, or even a student, or actually a credible source for chemistry info at all. Thought I would get someone's opinion that actually knows what they are doing.
@@NileRedyou got it!
Are you going to extract acetylsalicylic acid from willow bark please.
This is getting nice. Lovin' it!
:)
Y
oh my god I'm legit so excited about this series lol
I am glad to hear that!
Y
Would you ever consider making some sort of polymers?
I plan to make nylon
Why not use ethanol instead of acetone?
haha so the volume here is s little more *increase of 50%. love you videos!
I’m probably very wrong but isn’t ASA a 3D printing filament?
So, how can we get this from willowbark?
Is that pretty much the same process?
is that 100% acetone or the diluited version easy to find?
Dude, this is amazing, thanks man
Thanks!
Where do you do all this experimental shit? like in the woods or something?
Can we extract opiorphin from human saliva ? If yes ..what will be our yield ? ..and imp one ...is it legal ?
Perhaps this is dumb question, but what is the name of the filter you were using?
The general name is a "fritted glass funnel"
how about extracting beads of different metals from fruits? (like potasium from bananas?)
I could get potassium salt from bananas, but not the metal. It's hard to convert the salt to the metal.
NileRed How about magnesium from spinach?
Nile: I will be extracting coke out of cocaine
Is that a bug walking on the bottleneck at 7:57? xD
Probably also want to avoid enteric-coated aspirin. I imagine that's a bit more complex to extract from than plain aspirin tablets.
i assume that ASS ist better solubel in ethanol because it is polar. Aceton is no good idea
would it matter if i used aspirin with lactose in?
is it possible the other way around?
Could you be more specific?
to get aspirin from paracetamol
may i make a request? i would like to see some more rare chemical reactions things that involve maybe Xenon, and Oxygen. it may be difficult i didn't really see much on the experiment but it involved making an unstable sand with the heaver noble gases as well as a rare reaction that stripped an electron from oxygen making it positive. please let me know i jsut wanted to see the reaction. i heard about it from another channel called periodic videos.
Did the periodic videos channel show it being done or just talk about it?
they just talked about it. there should be a procedure out there though
Wait....the Aspirin across the Atlantic is dyed?
My unemployed friend during a random Tuesday evening
Would this work for extracting codeine from hydromorphs?
Pls make a video on how to make citric acid. Thanks
Wait wait. I thought Tylenol was a brand of para-acetylaminophenol :/
Why do you call it tylenol, is it a different molecule? D:
Tylenol is just the brand, like Aspirin is the brand for ASA. I could also call it Paracetamol, which is an abbreviation for the chemical name you wrote.
NileRed Ok good. I was confused… Thanks for clarifying.
(Are you sponsored by tylenol? ._. )
Lemon Chief is drug advertising even legal?
ficolas2 In the us it is. In switzerland too.
In my country (Belgium) you can only advertise placebos (they call it "homeopathic medicine" for some reasons).
Would snorting ASA be a faster way to absorb it than through pills?
It wouldnt absorb very well and it would probably hurt a lot
What is wrong with you?
*sees water jug* "Huh, nice, Wal-Mart"
why do you have ,,spanish subtitiles'' in the TAGS section?
UA-cam heros...
Lord Wahrscheinlich™ :D
ColonelToiletPaper oh thanks :D
What do you use all the chemicals you make for? I don't see the purpose.
It's just for fun mostly.
#AchievementUnlocked
have you seen nurdrage's pyrimethamine series?
Nope I havennt been following it. Ill update myself on it
Could you do a behind the scenes type video?
Why not start with the nitration?
Why the hell did you at 0:30 go through every IUPAC name and finish with your end product as Tylenol? lmao.
haha I because I CAN