Allyl Alcohol and Allyl Bromide From Pineapple Perfume

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Published 2024-02-14
Allyl alcohol and allyl bromide are two important precursors that are somewhat under-represented in the hobby chemistry community. And since I need the latter chemical to synthesize an ultra-potent caffeine analog in an upcoming video, I'll be showing how to make both in this video!

UPDATE: I don't know how I screwed this up, but the final yield was actually more like 88% based on the amount of 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!

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‪@THYZOID‬ hydrobromic acid synth:    • Making Azeotropic hydrobromic acid (HBr)  

Allyl alcohol from glycerin/formic acid:    • Allyl alcohol synthesis  

WARNING: allyl alcohol is toxic and highly irritating to the eyes and respiratory track, and allyl bromide is carcinogenic. Caution must be taken when handling these chemicals and their precursors (sulfuric acid, hydrobromic acid, and sodium hydroxide are all highly corrosive). LabCoatz is not responsible for harm or injury resulting from replication of the video content.

0:00 Intro
0:44 Ways to get allyl alcohol
1:29 Ingredients
2:03 Allyl alcohol prep and redistillation
4:46 Allyl bromide synthesis
6:30 Workup and yield
7:37 How does it smell?
8:09 Burning allyl bromide
8:36 What's it for?
9:10 Patron thanks and outro

All Comments (21)
  • @LabCoatz_Science
    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
    Caffeine analogue 10 times stronger that you can taste.. that's right up my dark and scary alley!
  • @DangerousLab
    I have seen quite a lot of chemicals camouflage as regular products/or add a slight amount of additives just to avoid being regulated.
  • @planellas6
    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.
  • @dddd6606
    For language impaired viewers like me: lachrymatory means "causing tears".
  • @chemdelic
    Absolutely beautiful video production bro
  • @THYZOID
    Nice prep mate! Also thx for the shoutout in the video description.
  • @andrews.4780
    Nice one bro! I’m amped for the caffeine analog video.
  • @rkirke1
    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
    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
  • He's gearing up to make Dimenthyltryptamine. Maybe some 5-methoxy-N,N-dimethyltryptamine. I sense it.
  • @kantenklaus9753
    Allyl alcohol is a sensitive alcohol with a double bond and concentrated sulfuric acid will destroy everything. I am also working with allyl bromide at the moment, the synthesis was achieved by careful addition of HBr 48 % to ice-cooled allyl alcohol and then the normal work-up, except that the separation was done with ice-cold conc. HCl, the yield was 70 %.
  • @CDCI3
    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.
  • @midwestchem368
    Hmm are you by chance going for the dopamine synthesis?? 🤔 Whatever you're doing its going to be awesome man!
  • @MrSloika
    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?
  • @sephreed1938
    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!
  • @kimcartoon69
    My grandpa made alcohol like a pro for years and did not knew any chemistry