Thank you so much for posting this lab. My organic chemistry lab at Sierra College made this and it was one of the best education lessons I've ever received. Jackie RDH
That was very very helpful! I have this lab tomorrow. I wish i can keep the percent yield higher than 80%. My chem teacher said it is very hard to do so.
Aspirin = boil benzene C6H6 + add acid acetic ( vinegar) CH3COOH +catalyser KOH until evaporated Leaving crystalline white sour powder residues which are aspirine that I had made 45 yrs ago During my pharmacy student in Cambodia
Above 80 °C salicylic acid esterifies the OH of a molecule with the COOH of another molecule of the same species forming a dimer and not acetylation, and this product precipitates with the acetylated species. In order to avoid this parasite reaction you should operate in hot waterbath but below 80 °C. Then basifying the crude acetylated product till solution, you can filtrate it from eventual dimer esther, then acidifying the solution you recover only the acetylated product that you can recrystallize. You can check for unreacted salicylic dissolving a drop of reaction mixture in a test tube with a Fe3+ solution, if it turn deep blue, there is unreacted salicylic.
I swear when I messed up this lab in college, that was the first sign to me that "Oh, I'm not cut out for this." I don't know where I messed up, I probably left it on the heat too long, but by the time the crystals should have started formed and we're supposed to collect it using the sidearm flask and suction filter, it was a _paste._ I swear I did all the drops, all the steps, all the temp and timing and waiting. But I obviously MUST have messed up. *It was the easiest lab,* but for some reason physics just _breaks_ whenever I do any sort of chem lab, so no matter how studious, by-the-book, perfectionist I am, my results MUST be human error. Even in high school, when we were recording what melted faster, crushed ice vs cubed ice, MY CUBED ICE MELTED FASTER! THAT'S NOT POSSIBLE! but I SWEAR I didn't mess up the recording even though _I must have._ I love cooking and baking so I'd thought I'd be good in chemistry or even pre-med but HO BOY NOPE.
Why no gloves though? Is this a situation like fuming nitric acid where no gloves is better than gloves? And a fume hood? Acetic anhydride is pretty toxic to my understanding. LC50 is 1000ppm/4H according to Fischer MSDS.
Mark Goldsmith you probably never been to an Organic chemistry lab, but we don’t use gloves because there’s no glove that can save your hand in case of dangerous spills
I need to take 30 mg of aspirin daily, but there is no such thing as 30 mg aspirin tablet. So, I am thinking about putting ten 81 mg aspirin tablets in a bottle, adding 27 units of water, then shake it well and take one unit of the compound daily, would that work? I see some solid looking thing at the bottom of the bottle and am wondering whether that is the only aspirin because if that's the case, it's impossible to take 1/27th each time. Not even close.
kosherpork this is a bit late but just a reminder that daily aspirin is dangerous and long term daily use is harmful. Only use it when you actually need it.
You cannot dissolve that much Aspirin in Water. You have to add some ethanol at least to dissolve it completely. Though I don't think that would help you. Your idea seems good at first, but practically it is not possible to do it like you want.
1_قم بوضع 3 جرامات من حمض الساليسيليك، ثم قم بوضعه في دورق أضف 6 مل من أنهيدريد الخل. 2_أضف من 5 إلى 6 قطرات من حمض الفوسفوريك إلى القارورة.قلب هذا الخليط جيدا، عن طريق رج القاروره. 3_ثم ضع هذه القارورة في دورق من الماء الدافئ لمدة 15 دقيقة. 4_أضف 20 قطرة من الماء البارد إلى الخليط الدافئ، وذلك حتى يتكسر روابط الأنهيدريد. أضف 20 مل من الماء إلى القارورة. 5_ضع هذه القارورة في حمام جليدي حتى تتم عملية البلورة. 6_عند ملاحظة بدء عملية البلورة، قم بصب الخليط عن طريق قمع Buknar. 7_قم بعملية الترشيح من خلال الشفرة، ثم قم بغسل البلورات المتكونة عن طريق وضع ملليمترات من الماء المثلج. قم بنقل تلك البلورات إلى دورق آخر. 8_أضف 10 مل من الإيثانول إلى الدورق ثم قم بالتقليب و التحريك حتى تذوب تلك البلورات. 9_أضف 25 مل من الماء الدافئ إلى محلول الكحول. تغطية الدورق. سيتم إصلاح البلورات عندما يبرد المحلول. تأكد من وجود حمض أسيتيل الساليسيليك عن طريق تحقيق من درجه الانصهار عند130درجه سليزيه
it good but what i want to ask you is if there is no solution of acetic anhydride form the soild acetic anhyidide parezent how we can change to solution ? and also in which solvent we can prepare in water or hexane or what i want to ask you is we can prepare in polar or in non polar we can prepare the solution ? than you
You just keep adding until everything is dissolved. The ethanol doesn't participate in the reaction, so the exact amount doesn't matter. It's just to dissolve any impurities while keeping the aspirin undissolved.
this is synthetic aspirin made from a school lab so not really recommended. Industry-grade aspirin from what you see in drug stores are retailed because they are tested to have the highest efficacy and therefore potency of pain relief
we are doing this and my professor done the same thging she did. He didnt want us to put in 6 drops or more so he did it.... he put 6 drops and our mixture became oil like
It doesn't matter. If the hot plate was 200 Centigrade the boiling water would be 100 Centigrade. If the hot plate was 500 Centrigrade, the water would still be 100 Centrigrade.
Very informational video. I would be very grateful if I could get a link to webpage where I can find the theory and complete information in documented for.:)
Crazy thing is that it is a total waste of precious drinking water in practical terms. Were we really that stupid nine years ago - which is like yesterday to many of us??
@@eldritchirideus2253 Yo bradley, what is the % yield of this reaction in this video? One of the top comments says 89% but for some reason they took 1:1 ratio? Isn't it 11:9 ratio of salicylic acid to ACA? I'm having this lab tomorrow, and just can't wrap my head around these calculations.
@@TheDiamondShow It should be around 89% based on the data they give. In this reaction, the ratio of salicylic acid to aspirin is 1:1. What are your calculations that led you to 11:9?
I'm assuming you mean Acetic Anhydride. You can order small amounts off the Internet if you're in the US. Be prepared to give an explanation for what you need it for.
Aspirin can decompose into salicylic acid + acetic ACID by reacting with water. However, I suppose you could convert the acetic acid into acetyl chloride and then react with sodium acetate to produce acetic anhydride + NaCl.
Salicylic acid is converted to acetylsalicylic acid which is the same for aspirin. The added acetate group makes aspirin easier to swallow (since it’s original form was a liquid) and less irritating to stomach. Once aspirin reaches small intestine it’s converted back to salicylic acid and goes into blood stream.
Salicylic acid is not the active form, the conversion is the important part, as COX deacetylate the aspyrin and, in turn, get acetylated and inactivated. So, no, if you take salicylic acid you aren't inhibiting COX, you're just putting an exfoliating agent in contact with your gi mucose. You end up with more pain, not less.
@@mariabenitez2461 Yeah, the reason for using aspirin instead of salicyclic acid is because salicyclic acid is extremely irritating for mucus membranes and can cause ulcers with long time use.
I'm just here to learn how to make medicines cuz of the supply shortage coming. Y'all call me crazy, and I hope I am. But 2021 is gonna be rough, and I'm gonna be prepared
Lol good luck. No where. Not legally at least. It's super hard to get and don't even think about making it. The ketene process is probably the easiest but EXTREMELY toxic. More toxic than HCN and I believe it's right around phosgene. The reason no one sells is because it's used to convert morphine into heroin. Sucks because it's such a useful reagent. You can get high yields of RDX using it too.
@@wubwub616 They likely can't. It's a heavily regulated chemicals and rarely seen outside of industry. The guy in this video must be with a university who can get some or have some from years ago. As a private person, you won't be able to get any. Even universities often can't get it.
@@wubwub616 What do you need it for? In some cases you can use glacial acetic acid in excess and get an acetylation reaction going. Yields are lower and the reaction doesn't always work with it but in some cases it's possible. I believe for aspirin it is possible.
For people looking for yield percentage, it is 89.15 %
fucking thank you lmao
what a legend
not all heroes wear capes, thank you kind sir
TYSMM LMAOO
I paid the price for doubting you, I did the whole calculations and got the same, goddamn it, brain!
she put 6 drops fml she failed the lab
thanks to quarantine this is how i "learn" now
SAMEEE
Same!
yup
Same
she forced me to watch this help
She sounds like Jodi Foster in “Silence of the Lambs” and “Hannibal”
For me she sounds like dana scully
Thank you so much for posting this lab. My organic chemistry lab at Sierra College made this and it was one of the best education lessons I've ever received. Jackie RDH
that's cool
That was very very helpful! I have this lab tomorrow. I wish i can keep the percent yield higher than 80%. My chem teacher said it is very hard to do so.
And did you? I'm excited to hear!
@@ionick995 mine is this Tuesday, I’m going to get 95% yield, cause my last experiment I messed up and got 0% yield lol
Same and this is 5 years later 😁
@@roy6672 did you get the 95% you were expecting
I have it tomorrow and it’s 6yrs later
Aspirin = boil benzene C6H6 + add acid acetic ( vinegar) CH3COOH +catalyser KOH until evaporated
Leaving crystalline white sour powder residues which are aspirine that I had made 45 yrs ago
During my pharmacy student in Cambodia
Above 80 °C salicylic acid esterifies the OH of a molecule with the COOH of another molecule of the same species forming a dimer and not acetylation, and this product precipitates with the acetylated species. In order to avoid this parasite reaction you should operate in hot waterbath but below 80 °C. Then basifying the crude acetylated product till solution, you can filtrate it from eventual dimer esther, then acidifying the solution you recover only the acetylated product that you can recrystallize. You can check for unreacted salicylic dissolving a drop of reaction mixture in a test tube with a Fe3+ solution, if it turn deep blue, there is unreacted salicylic.
can you build on this more? or maybe link a source to this information?
I swear when I messed up this lab in college, that was the first sign to me that "Oh, I'm not cut out for this." I don't know where I messed up, I probably left it on the heat too long, but by the time the crystals should have started formed and we're supposed to collect it using the sidearm flask and suction filter, it was a _paste._ I swear I did all the drops, all the steps, all the temp and timing and waiting. But I obviously MUST have messed up.
*It was the easiest lab,* but for some reason physics just _breaks_ whenever I do any sort of chem lab, so no matter how studious, by-the-book, perfectionist I am, my results MUST be human error.
Even in high school, when we were recording what melted faster, crushed ice vs cubed ice, MY CUBED ICE MELTED FASTER! THAT'S NOT POSSIBLE! but I SWEAR I didn't mess up the recording even though _I must have._
I love cooking and baking so I'd thought I'd be good in chemistry or even pre-med but HO BOY NOPE.
:/
As a chemical engineering student, I say it's out latent psychic powers affecting the world around us.
same...
@Ethala then how are you now? just curious
Thx. Observation is a way better learning tool that reading.
Instructions unclear, I ended up creating Sky Blue crystal meth
Aspirin and Sprite is my favourite synthesis ✨
Super
Mine Is Codeine and sprite
Why no gloves though? Is this a situation like fuming nitric acid where no gloves is better than gloves? And a fume hood? Acetic anhydride is pretty toxic to my understanding. LC50 is 1000ppm/4H according to Fischer MSDS.
Lol
take a shot every time she says aspirin
This is a very well equipped lab!
she added 6 drops of sulfuric acid...
Too much?
JNo but she said 5
doesn't really matter as it's just catalytic.
I came to the comments to see if anyone else noticed :)
@@nataliarobinson5671 😂😂😂😂😂😂😂
Where's your gloves young lady!!
Mark Goldsmith you probably never been to an Organic chemistry lab, but we don’t use gloves because there’s no glove that can save your hand in case of dangerous spills
And I'm not really sure its polite to call a veteran female teacher "young lady"
@@melissajohnston-cota4825 being called young is respect these days.
@@drgarad 😂😂😂😂😂
The liquid you have in the erlenmeyer after the last filtering is cloudy. Is that not lost aspirin? It seems you had more after the first filtering.
The moles doesn't matter. It's used as a solvent.
Sure it's good for very very precise experimentation, but it really doesn't matter in the end
Great video! Where can I find an explanation of the theory of this synthesis?
h apanthsh sto hlektroniko periodiko toy tmhmatos ueologia toy A.P.Y.
can someone please tell me how i can get the information for the chemicals and apparatus used in this video?
Just interessiert
Does anyone know the chemical equation for this reaktion?
acetic anhydride + H+ -> acetic acid + acylium-ion
salicylic acid + acylium-ion -> acetylsalicylic acid (aspirin) + H+
whats the thoretical yield
what is the concentration of the salicylic acid, acetic anhydride, H2SO4 and ethanol used?
I need to take 30 mg of aspirin daily, but there is no such thing as 30 mg aspirin tablet. So, I am thinking about putting ten 81 mg aspirin tablets in a bottle, adding 27 units of water, then shake it well and take one unit of the compound daily, would that work? I see some solid looking thing at the bottom of the bottle and am wondering whether that is the only aspirin because if that's the case, it's impossible to take 1/27th each time. Not even close.
kosherpork this is a bit late but just a reminder that daily aspirin is dangerous and long term daily use is harmful. Only use it when you actually need it.
You cannot dissolve that much Aspirin in Water. You have to add some ethanol at least to dissolve it completely. Though I don't think that would help you. Your idea seems good at first, but practically it is not possible to do it like you want.
this has been so helpful, thank you
1_قم بوضع 3 جرامات من حمض الساليسيليك، ثم قم بوضعه في دورق أضف 6 مل من أنهيدريد الخل.
2_أضف من 5 إلى 6 قطرات من حمض الفوسفوريك إلى القارورة.قلب هذا الخليط جيدا، عن طريق رج القاروره.
3_ثم ضع هذه القارورة في دورق من الماء الدافئ لمدة 15 دقيقة.
4_أضف 20 قطرة من الماء البارد إلى الخليط الدافئ، وذلك حتى يتكسر روابط الأنهيدريد.
أضف 20 مل من الماء إلى القارورة.
5_ضع هذه القارورة في حمام جليدي حتى تتم عملية البلورة.
6_عند ملاحظة بدء عملية البلورة، قم بصب الخليط عن طريق قمع Buknar.
7_قم بعملية الترشيح من خلال الشفرة، ثم قم بغسل البلورات المتكونة عن طريق وضع ملليمترات من الماء المثلج.
قم بنقل تلك البلورات إلى دورق آخر.
8_أضف 10 مل من الإيثانول إلى الدورق ثم قم بالتقليب و التحريك حتى تذوب تلك البلورات.
9_أضف 25 مل من الماء الدافئ إلى محلول الكحول. تغطية الدورق. سيتم إصلاح البلورات عندما يبرد المحلول.
تأكد من وجود حمض أسيتيل الساليسيليك عن طريق تحقيق من درجه الانصهار عند130درجه سليزيه
is acetic acid one of the products? what is the chemical equation for this experiment??
Thanks! This helped me a lot for my science project.
This helps a lot! Thank you for demonstrating!
what temperature was your hot plate?
Can you tell me the quantity of ethanol you are using?
Acetic anhydraide is banned here. Is there any alternative
Is that tap warm water? So 40 to 50 degrees?
what was your percent yield?
David 1045%
H2so4 or h3po4 which Is best to use in this rxn
Hi could you perform the 2,5 Di hydroxy 1,4 diathine synthesis? I will provide the complete details
That was six drops lady
how much acetic anhydride did she use?
i will use this for my students thanks
it good but what i want to ask you is if there is no solution of acetic anhydride form the soild acetic anhyidide parezent how we can change to solution ? and also in which solvent we can prepare in water or hexane or what i want to ask you is we can prepare in polar or in non polar we can prepare the solution ? than you
how many ml of ethanol was used?
very informative..thanxx for adding this...
i hv a question...can v replace acetic anhydride with acetyl chloride???
Yeah.... Not only CH3COCl but with Acetic anhydride (combination)
Hello! How much ethanol is needed to dissolve the crystals?
You just keep adding until everything is dissolved. The ethanol doesn't participate in the reaction, so the exact amount doesn't matter. It's just to dissolve any impurities while keeping the aspirin undissolved.
she makes it look easy.
Late reply but yeah a doctor tends to make science look easy...just like a artist makes drawing look easy...
Would this aspirin be safe for human consumption??
Yes eat it
Lol no it’s too pure
Eat it and let’s see
this is synthetic aspirin made from a school lab so not really recommended. Industry-grade aspirin from what you see in drug stores are retailed because they are tested to have the highest efficacy and therefore potency of pain relief
we are doing this and my professor done the same thging she did. He didnt want us to put in 6 drops or more so he did it.... he put 6 drops and our mixture became oil like
can someone tell me the concentration of the acetic anhyderide????
It doesn't matter. If the hot plate was 200 Centigrade the boiling water would be 100 Centigrade. If the hot plate was 500 Centrigrade, the water would still be 100 Centrigrade.
Would it be safe to ingest homemade aspirin?
nope
Sir how to make anti iron . What is the chemical name.. Pls.
i need stuff like manufacturers info, model,etc
Hello PLM classmates
thank you, you helped me alot ♥
This helps a lot
whats the benifit of this acid
What was the theoretical yeild?
89.15%
in our class we used H3PO4, would there be any differences between the two in the final product formation?
No, there wouldn't be, as the use of the sulfuric or phosphoric acid is purely to add H+ ions to the solution and catalyze the reaction.
Thank you for this information
awesome vid that will be my lab exam on monday
Where are your gloves?
Why does it look so safe when she does it, doesn't even smoke, she pour everything at once
gloves?
not recommended
Very informational video. I would be very grateful if I could get a link to webpage where I can find the theory and complete information in documented for.:)
tesoro luna www.chem.latech.edu/~deddy/chem104/104Aspirin.htm
Joe Mckeon Thanks a lot for help. :)
tesoro luna No problem
Joe Mckeon
Is there any alternative to suction filtration process used here?
Joe Mckeon
Is there any alternative to suction filtration process used here?
what's with the Neanderthal aspirator??????
This is a video from 9 yrs ago! What did you expect exactly?
And the moon landing was FIFTY years ago!!!😁😁😁
@@jxw5 😂 you got me there!
Crazy thing is that it is a total waste of precious drinking water in practical terms. Were we really that stupid nine years ago - which is like yesterday to many of us??
@@jxw5 i guess back then equipment was still hard to get or expensive or they just lazy af
gloves???
How aspirin is absorbed by the body as a treatment when it is not dissolved with water🥺
How do we get salicylic acid and how do we know that salicylic acid is really salicylic acid
You could check its melting point, or just use the FTIR spectrophotometer and NMR spectrometer.
@@S0ug0 thank you so much!! I tried to find the answer to this online for so long. I am no chemist but I was just curious
why you add cold water in the aspirin?
To speed up the crystallization
لماذا أضفنا الماء المثلج
Qué buena explicación, un saludo
It's dolly parton!
why do you weight the filter paper ?
Because it's almost impossible to get all the powder off the filter paper, so some of the final product will be on the filter paper.
What he said- you need to know how much mass the paper has so you can subtract it from your total mass.
@@eldritchirideus2253 Yo bradley, what is the % yield of this reaction in this video? One of the top comments says 89% but for some reason they took 1:1 ratio? Isn't it 11:9 ratio of salicylic acid to ACA? I'm having this lab tomorrow, and just can't wrap my head around these calculations.
@@TheDiamondShow It should be around 89% based on the data they give. In this reaction, the ratio of salicylic acid to aspirin is 1:1. What are your calculations that led you to 11:9?
Bradley i forgot to put acetic acid as a product and it fucked up my balancing lol Thank you!!
If you get a migraine, you should try smoking some of those crystals
does that actually work
Where's the gloves ?!
hello, clarice
i just learned , alcohol + aspirine working very fine
Thank you so much
Bruhhhhh where does one get so much acetic anhydride XD
Can u upload some what pilot plant method or set up?
thanks for sharing
How the hell did she get her hands on AAA?
I'm assuming you mean Acetic Anhydride. You can order small amounts off the Internet if you're in the US. Be prepared to give an explanation for what you need it for.
if you're not working in academia or industry, good luck getting a hold of one of the most regulated chemicals in the US
Great video but please no watches in a lab!
Is there any way to turn aspirin back into asetic anhydride?
Aspirin can decompose into salicylic acid + acetic ACID by reacting with water. However, I suppose you could convert the acetic acid into acetyl chloride and then react with sodium acetate to produce acetic anhydride + NaCl.
Yes the reaction is reversible
Hydrolysis
@@whathey3113 Hydrolysis would not result in acetic anhydride. It would result in acetic acid and salicyclic acid.
Meryl Streep Makes Asprin
Than you
Seems counterintuitive to make aspirin with salicylic acid since the body turns aspirin into salicylic acid which is what nums pain.
corgidog can we safely ingest salicylic acid?
its so you dont get stomach bleeding and gi problems.
Salicylic acid is converted to acetylsalicylic acid which is the same for aspirin. The added acetate group makes aspirin easier to swallow (since it’s original form was a liquid) and less irritating to stomach. Once aspirin reaches small intestine it’s converted back to salicylic acid and goes into blood stream.
Salicylic acid is not the active form, the conversion is the important part, as COX deacetylate the aspyrin and, in turn, get acetylated and inactivated. So, no, if you take salicylic acid you aren't inhibiting COX, you're just putting an exfoliating agent in contact with your gi mucose. You end up with more pain, not less.
@@mariabenitez2461 Yeah, the reason for using aspirin instead of salicyclic acid is because salicyclic acid is extremely irritating for mucus membranes and can cause ulcers with long time use.
I'm just here to learn how to make medicines cuz of the supply shortage coming. Y'all call me crazy, and I hope I am. But 2021 is gonna be rough, and I'm gonna be prepared
she didn't wear gloves
Great!
I dont understood
now I have to learn marketing and sales
if i want to prepaare asprin from methanol and saliclylc what will be the difference?
+Yasmin Yasser no,that's just solvent you will clear it out anyway during the recrystallisation
okai,thank youuu
This old experiment
Wait a minute, those Are literally common pickling acids.
That's the reason why to study ⚗. Chemistry.
In future you can create your own drugs..
Working on mep right now
and then your own company...
0:07 come again?
acetylsalicylic acid
Breaking bad 🤘🏻
Yay science!
everywhere I look they just say "acetic anhydride..." But where the hell do I get this substance?!
Lol good luck. No where. Not legally at least. It's super hard to get and don't even think about making it. The ketene process is probably the easiest but EXTREMELY toxic. More toxic than HCN and I believe it's right around phosgene.
The reason no one sells is because it's used to convert morphine into heroin. Sucks because it's such a useful reagent. You can get high yields of RDX using it too.
@@Andrew-my1cp do you happen to know where chemistry teachers get it from? And BTW where did the guy in the video get it from?
@@wubwub616 They likely can't. It's a heavily regulated chemicals and rarely seen outside of industry. The guy in this video must be with a university who can get some or have some from years ago.
As a private person, you won't be able to get any. Even universities often can't get it.
@@wubwub616 What do you need it for? In some cases you can use glacial acetic acid in excess and get an acetylation reaction going. Yields are lower and the reaction doesn't always work with it but in some cases it's possible. I believe for aspirin it is possible.
@@Andrew-my1cp how does it work with glacial acetic acid?