Allyl Alcohol and Allyl Bromide From Pineapple Perfume

Рет қаралды 27,209

Күн бұрын

Пікірлер: 76

@LabCoatz_Science 11 ай бұрын

I don't know how I screwed this up, but the final yield was actually more like 88% based on the allyl cyclohexylpropionate used. 100mL of this ester is 0.483 moles, so a 100% yield of allyl bromide would've been 0.483 moles, or 58.4 grams (I got just over 50g). Sorry for the mix up, I must've been looking at the yield based on hydrobromic acid, which wasn't the limiting reagent!

@petevenuti7355 11 ай бұрын

Caffeine analogue 10 times stronger that you can taste.. that's right up my dark and scary alley!

@planellas6 11 ай бұрын

In university my organic chemistry professor shared this horror story in his research lab. He recieved a call at midnight that there was an incident at the research lab with one of his grad students and he needed to come right away. So he crawls out of bed and speeds over, gets to the lab and sees his grad student crying near the fume hood. He goes over and also bursts into tears, apparently the student had knocked over like 10g of lachrymators. He told us that they were unable to move since not being able to see in a lab is dangerous they sat there for 3 hours until the fume hood removed enough vapors for it no longer to burn if they opened their eyes... Not sure what they were working with because they were still working on their research at the time and you know researcher secrecy but man what an unfortunate way to spend your night. long day at work you go home just to get called in a deep sleep to go get tear gassed lol what a story.

@dimaminiailo3723 11 ай бұрын

I always pay attention to the position of everything in the lab. I had had a splash of rather dilute, about 40%, sulfuric acid in my face and washed it in several seconds after asking my friend to open the tap. If I were the aforementioned grad student, I'd just crawl out of the room. The floors in labs are seldom occupied, and, thus, safe for a human being

@nzcym 10 ай бұрын

When dealing with these dangerous chemical, must wear gas mask (e.g. which covers eye, nose and mouth).

@THYZOID 11 ай бұрын

Nice prep mate! Also thx for the shoutout in the video description.

@LabCoatz_Science 11 ай бұрын

Absolutely man, glad you liked the video!

@DangerousLab 11 ай бұрын

I have seen quite a lot of chemicals camouflage as regular products/or add a slight amount of additives just to avoid being regulated.

@user-ko7lz3kr1d 7 ай бұрын

I don't think an ester such as this would be regulated harshly anyways, given that it is legit pineapple fragrance and has legit food uses.

@chemdelic 11 ай бұрын

Absolutely beautiful video production bro

@LabCoatz_Science 11 ай бұрын

Much appreciated man!

@andrews.4780 11 ай бұрын

Nice one bro! I’m amped for the caffeine analog video.

@marconiandcheese7258 11 ай бұрын

Same here

@dddd6606 11 ай бұрын

For language impaired viewers like me: lachrymatory means "causing tears".

@burnedexperiment 11 ай бұрын

Ah. It makes sense if you see it in writing instead of hearing it spoken. It comes from the Latin word "lacrima" (1st d. fem).

@entity_unknown_ 7 ай бұрын

I think we figured out what landed bro in the hospital

@rkirke1 10 ай бұрын

I remember back when I first got access to a university library in the late 90s. I had started studying IT, but I found that reading through the Merck Index was *much* more fascinating than coding HTML by hand in Notepad. The Merck descriptions of subjective characteristics were particularly interesting to me, but were usually only as simple as "Odor: unpleasant, acrid". I'm so glad that now Chemtubers like yourself give us the opportunity to see interesting compounds like this, as well as hearing proper detailed descriptions of their subjective properties. Your descriptions of lachrymatory/offensive smelling compounds have been evocative enough that they've brought a tear to my eye!

@bobsagely812 11 ай бұрын

If youre going to allyl bromide you dont need to break the azeotrope since allyl bromide doesnt form an azeotrope. Ive done this hydrolyzing allyl chloride to allyl alcohol then brominating

@praetorian1357 11 ай бұрын

How was your yield from allyl alcohol to allyl bromide? I wonder what could be done to increase the yield to 90%+

@CDCI3 11 ай бұрын

My guess is propargyltheophylline by allylation then dihalogenation and double elimination. That or maybe allyl bromide + I2, then double elim to make propargyl bromide, then alkylation.

@CDCI3 11 ай бұрын

Actually, I think propargyl bromide route would work fine because there's no hydrogen to remove for bromide elimination... Nucleophilic attack by the base is still possible, SN2 or SN2' style, but whatever that makes would probably distill much higher.

@LabCoatz_Science 11 ай бұрын

Actually, the compound I made was 1-allyltheobromine (3,7-dimethyl-1-allylxanthine)...similar, but allyl instead of propargyl, and substituted at the 1-position instead of 7. I wanted to do the propargyl version (DMPX), but I couldn't get my hands on propargyl bromide. I probably could've done what you were talking about to get the alkyne group, but I hadn't actually thought of that at the time!

@CDCI3 11 ай бұрын

@@LabCoatz_Science crap, I meant theobromine! No wonder my Google searches were so bad. I miss having access to structure search.

@MrSloika 11 ай бұрын

I've watched a number of your videos and I'm impressed by you skill level. I have a request. Methylene chloride ( aka dichloromethane) was used in commercial paint remover. The stuff actually worked and was not very expensive. A few years ago the feds banned retail sale of paint remover containing dichloromethane. This made things difficult for me but not impossible. Straight dichloromethane was still available for retail purchase and I would mix it into a paste to use as paint remover. Well, now the feds have banned retail sale of all dichloromethane. Is there any practical DIY way to synthesize dichloromethane?

@LabCoatz_Science 11 ай бұрын

In theory, yes, but I've never succeeded in doing so. I once tried reducing chloroform with Zn/HCl, which was reported to work, but nothing distilled over except the chloroform. Of course, this was one of the first experiments I tried way back in 2020, so I might be more successful trying it now. Chloroform is really easy to produce from acetone and bleach, so reducing it with the right chemical would probably be the easiest route. You could also react methane with chlorine directly in the presence of UV light, but you'd get a whole bunch of side products.

@chemistryofquestionablequa6252 11 ай бұрын

There’s a welding cleaner called Sprayon wet weld spatter protectant that’s just DCM and soy lecithin. I get it for about $2.50 a can in the US,

@MrSloika 11 ай бұрын

@@LabCoatz_Science Thanks for the reply.

@MrSloika 11 ай бұрын

@@chemistryofquestionablequa6252 I went to the website and checked the data sheet. Dichloromethane has been removed from the product.

@jakospence 11 ай бұрын

@@chemistryofquestionablequa6252just make sure you get product #WL542 because they’re trying to pass off the tetrachloroethylene (non-flammable brake cleaner) as the DCM containing product. Stock up on the tetrachloroethylene as well because that one is on EPA death row as well.

@steadfasttherenowned2460 11 ай бұрын

He's gearing up to make Dimenthyltryptamine. Maybe some 5-methoxy-N,N-dimethyltryptamine. I sense it.

@ToreMix7400 11 ай бұрын

I remember making it from glycerol. I'm not sure what other reactants I used. Maybe oxalic or formic acid reflux? I think it was about 40 years ago...

@dimaminiailo3723 11 ай бұрын

Either oxalic or formic. The latter is thought to be a better choice

@theKashConnoisseur 11 ай бұрын

The idea of ingesting homemade chemicals terrifies me, lol.

@LabCoatz_Science 11 ай бұрын

As it should. It's a bad idea regardless of who's doing it. I only make exceptions for things I know are pure and are in sub-gram quantities, and even that can be questionable.

@midwestchem368 11 ай бұрын

Hmm are you by chance going for the dopamine synthesis?? 🤔 Whatever you're doing its going to be awesome man!

@LabCoatz_Science 11 ай бұрын

It'll be a while, but yes, I'm still hoping to make dopamine. I couldn't do it before the college semester started, so maybe this summer...the synth works, but it has some issues I still need to work out, particularly the Henry reaction: there are a lot of side products, and no dihydroxy-b-nitrostyrenes ever crystallizes out, no matter how much water you add. I'll probably have to use the raw reaction mix without isolating the nitrostyrene, and then use chromatography to separate the dopamine HCl from the tar.

@midwestchem368 11 ай бұрын

@LabCoatz_Science with a solution that hasn't had the water added yet dip a spatula into the solution and leave it out for the solvent to dry you should get seed crystals. Well thats how i did it at least. Nitrostyrenes are probably the most difficult thing I've ever crystallized so when you get a little save it for such an occasion. Oh man good luck with school!!! I just went back for the first time in 16 years so I totally see why everyone gets so busy when it starts 🤣🤣

@midwestchem368 11 ай бұрын

@user-yb5cn3np5q the short answer is I was unmotivated and lost alot of time. Everything is fine now though I finally grew up and have a decent life and can go to school again.

@kaboom4679 11 ай бұрын

allyl goes a long way ...

@sephreed1938 11 ай бұрын

Love your series! If you ever get the budget, a few things I'd love to see added because my brain can't fill them in: some amount of chemical reaction animations (I haven't done chemistry in a decade) and a list of things that the chemical can be used for at the end. Basically, molecular level "how" and an extended "why" ending. What you're doing already is awesome enough on it's own though!

@nobody4248 7 ай бұрын

Odd question, but why doesn't the HBr add Br to the double bond?

@oitthegroit1297 11 ай бұрын

If you think about it, azeotropic allyl alcohol w/ water is just forbidden moonshine.

@truchuynh53 11 ай бұрын

Can you make another video about tesla coil, in which you show how to build QCWDRSSTC or SSTC using driver ic TC4420/4429 or fake UCC ic without enable pin. There are some suggestions like using NAND logic gates (e.g. 74HC00). The reason I make this suggestion is because in some areas where there are no reliable sellers, UCC ic is not really popular, there will be students who want to build circuits (I am one of them ) with a low budget, the problem is not the price of the IC but the shipping fee (for me it is extremely expensive). Please read and respond.

@kimcartoon69 8 ай бұрын

My grandpa made alcohol like a pro for years and did not knew any chemistry

@samorakaos3695 6 ай бұрын

In my own opinion, the oxygen of the alcohol could be protonated by adding hbr to allyl alcohol and mixing for a while. Thus, slowly adding H2SO4 would only cause the water to be withdrawn. but great works.

@brandonmcevoy-g4n 9 ай бұрын

how long was the synthesis? & how long was the distillation of Allyl Alcohol & Allyl Bromide

@michaelbrinks8089 11 ай бұрын

I'm prescribed suboxone for pain as I could no longer afford Kratom & the Kratom wasn't working anymore. If I could cycle between pain meds it would really help at keeping them effective for killing pain. The suboxone makes me too drowsy. I was hoping there was some simple chemical way to change it into a more effective, non drowsy pain medication. Like hydrocodone peps me up & kills pain until I get a tolerance. The Kratom extract is more effective at killing my pain so I can a few hours of work done. But very expensive, so is hydrocodone but my insurance pays for suboxone..Sadly it doesn't work as goo & suboxone actually causes more withdrawal than Kratom & just as much as hydrocodone. I'm hoping I can find an easy to convert suboxone into a non drowsy causing pain med.

@chemistryofquestionablequa6252 11 ай бұрын

Unfortunately there really isn’t a simple way to do that and it would most likely be illegal. Maybe ask your doctor for a lower dose of the sub oxone.

@michaelbrinks8089 11 ай бұрын

@@chemistryofquestionablequa6252 Bummer...I had no plans to try and sell it. Lower doses unfortunately don't kill pain. I was also thinking if I could remove the Naloxone from the Bupenorphine so it's Bupenorphine only. It might help, which wouldn't be illegal. It'd be like you're prescribed 2 medications & not taking 1 because it's more beneficial to not take it.

@uto4ka_v_tazike993 26 күн бұрын

How wasn't the allyl alcohol hydrobrominated by the double bond during the reaction with hydrobromic acid?

@LabCoatz_Science 26 күн бұрын

If kept in the presence of excess HBr, allyl bromide will eventually convert to propylene bromide. However, since the allyl bromide boils off almost immediately, it doesn't have time to react further.

@uto4ka_v_tazike993 25 күн бұрын

@@LabCoatz_Science Thanks, didn't know this detail

@StevenQuintin 7 ай бұрын

What the concentration of the sulfuric acid, please?

@praetorian8735 9 ай бұрын

What solvent could be used for this reaction to distill off anhydrous allyl alcohol? So ethylene glycol won’t work because it can’t dissolve NaOH?

@LabCoatz_Science 9 ай бұрын

Like I mentioned, you might be able to simply distill solid sodium hydroxide and the allyl ester, but idk. It's also possible to distilled the azeotropic allyl alcohol with ethylene glycol to get an anhydrous product, which is what the paper did.

@praetorian8735 9 ай бұрын

@@LabCoatz_ScienceAhh cool, could you give me the DOI number? Thanks.

@sorenschleifenbaum9013 8 ай бұрын

What conc. is the HBr?

@LostinNoir 11 ай бұрын

I have a Allyl alcohol from time to time 😬

@NegHead 11 ай бұрын

I don't, but my bromide

@multicoloredwiz 11 ай бұрын

"So why break tradition?" uhhh HAHAHAHAH that was so casually said

@DH-. 6 ай бұрын

Permission to Call it owl alcohol?

@Dlab_s 11 ай бұрын

Hello labcautz i just got a new lab

@WONDERFULREPTILES 11 ай бұрын

like good job

@slyfoxchemistry 11 ай бұрын

Wow amazing video how are you doing

@ЮрийМурашкин-л1й 11 ай бұрын

Acrolein.

@nzcym 10 ай бұрын

Allyl bromide could be prepared much cheaper and easier: E2 elimination - adding ,2-dibromopropane to hot (e.g. near boiling) concentrated NaOH, drop by drop.