Chemiolis - 2022-08-21
Check out The Column and sign up for their free newsletter! https://www.thecolumn.co/?utm_source=cm003 Support my channel with patreon: https://www.patreon.com/chemiolis Used methods: http://orgsyn.org/demo.aspx?prep=CV3P0747 https://sci-hub.se/https://pubs.acs.org/doi/abs/10.1021/jo01353a603 https://sci-hub.se/https://doi.org/10.1081/SCC-100000202 Info about lemongrass oil extraction: https://www.agrifarming.in/lemongrass-oil-extraction-methods-process
Glad to see smaller channels getting sponsors, especially with chemistry as a sometimes controversial subject. Will definiteley check it out!
Me too - especially when chemistry is so central to virtually every aspect to our society. Hopefully these channels will spawn interest in children to learn it since schools and media often work hard (knowingly or unknowingly) to repel them from this absolutely beautiful science.
Since when is chemistry controversial?
@@lrvfb Since those idiots watched BB, I guess...I am sick and tired of people who don't understand that making explosives, dope and soap hardly represent a challenge even for a mediocre organic chemist. It is just plain boring. 😁
It's amazing all the chemical syntheses that plants do, seemingly effortlessly, but then you see what it takes to make it synthetically and it's even more amazing.
I never thought about that but you're right. There's some super complex stuff going on under our nose every day.
Plants don't target specific starting or ending molecules.
Nicolas Cage: Nooo! Not the bees!
Flowers: Yeess! The bees!
Plants are cheating (and life in general), they don't do organic chem, they just assemble the molecules via molecular machines
and it's just as amazing that we can experience not just every chemical but every combination of phytochemicals as a unique sensation
This one has a ton of steps. I would be overwhelmed. But you did it! I knew you would!
Thats some slick straight to the point chemistry
That was the least intrusive sponsorship I've ever seen on YouTube. Congrats!
2:05 I love how the glass rod pretty much disappears in the liquid
Yep, they have almost the same refractive index
Such good work man, keep it up!
but did you smell it??? does it really smell like roses? this is a fragrance making video with no smell test :D ♥
Yes it smells like roses, but it is so concentrated it is uncomfortable 😤
@@Chemiolis ahh interesting! maybe try diluting in propylene glycol and smell that, I think it's done like that
@@Chemiolis Glad the experiment came out (idiomatically) smelling of roses.
@@Chemiolis b-ionone isn't really in roses, rose is a complex compound where you need: phenyl ethyl alcohol, citronellol, geraniol, citral, rose oxide, damascones, rose acetate, aldehydes etc.
b-ionone is the smell of violets or orris root.
@@david-Davidson dont l'alpha-ionone, à l'odeur typique de la violette.
Yikes. That had to be painful to do. Multiple vacuum distillations and multiple steam distillations with a whole lot of washing steps. I don't think most people understand just how much sitting there and watching that thing you had to have done.
There's a lot of lab automation and monitoring equipment that it would be nice to have for things like this that either just doesn't exist or costs tens of thousands of dollars. A thermocouple that connects to your wifi so you can check it from anywhere would be a good start.
damn, 50% yield just seems so cool
so much work condensed into less than 10 minutes
Yup lots of good starting places from essential oils of herbs and spices.
Very interesting video! I was curious, wouldn’t the product be the beta ionone regardless of the acids chosen given it is in full conjugation and thus the thermodynamic product?
beta ionone will always be produced with every acid, but some acids like phosphoric seem to favor more alpha ionone if i recall correctly. Even changing the acid mix proportions seems to have quite some effect.
great stuff!
Richest source of citral is essential oil from Lemon Myrthle (>95%)
I am a perfumer. Fine synthesis! Just to be perfect, no one ionone (Alfa, beta, gamma, etc) does smell roses :) Roses smell like PEA + Citronellol + traces of beta-Damascone.
Amazing 😺😍 starting to find chemistry more and more interesting each day
Wow, so good to have schlenck with liquid nitrogen for the pump
It was a dry ice acetone bath🤫
@@Chemiolis that's good enough ;)
I have some attention! Beta ionone smells like cedar, not rose! First of all, phenylethyl alcohol has a rose scent and is the basis of modern rose accords, while beta-ionone is part of rose oil, but in small amounts.
You can make rose oxide from citronellol.
You should make 1,3-Benzodioxole, that would be interesting.
But here lemon grass not available
I wish you described the smells along the way
There is a reply to a comment by Matt 7 Months ago where he gives a short run down.
cool
At this point how do you know that is your compound ? You should characterize in some way, b.p., refractive index, density.
Does anyone know the main ingredient(s) of the smell of blackberries? I think it’s the most amazing smell, but for me it doesn’t last - it’s gone a couple of seconds after I smell it! A bit like the way the smell of cyanide can disappear, only faster.
Furaneol, linalool, β-ionone, 2-heptanol, and carvone.
Did the three different fractions have different odours?
Yes but they are quite similar, the others had more floral smells that were less pleasant in such concentrated form. Citral smells very nice like lemon candy. Pseudoionone also has a floral smell but it’s not that strong.
And here I was hoping that there was a way to avoid using ether altogether... since we can't get it easily anymore over here in France. Guess I'll have to actually buy Rose essential oil for my perfume reproductions 😢
I used lemongrass and ethanol and heated to 70 degrees to boil the ethanol. Can citronella etc oxidize in air? Neat.
09:07 this temperature mention is completely USELESS, as distillation is done in vacuum and vhat vaccum was maintained during the distillation you do not tell.
How do you recognised its C13 H20 O , my curiosity is not keeping quiet. :) Standard beta ionon odor has berry floral and some way woody too.
how to separate oxygen from carbon dioxide which are taken from air
May you please find a way to prepare quiet pure rosmary oil?
Nice, can you replicate skunk odor?🎉
why tartaric acid?
I would have guessed.beta ionone is way more favoirable cos of the continuos double bonds, whats the recipe for the alfa and what efficiency do you expect from that?
And the double bond in the beta-ionone is higher substituated (thermodynamically more stable)
Nile is dead (metaphorically). Long live Chemiolis.
nile is red
Would that also work using citronelle oil? I heard it is pretty similar to lemongrass, unless it's only coincidental
[Edit] okay I just double checked, I guess that would most likely save a few steps, it is indeed lemongrass oil, nice
aged lemongrass oil does smell like rose water
Do you have work on cyanoacrylate adhesive?
Cool!
can i get citral from any other plant? sorry for the question im really curious if there are alternatives to lemongrass, thanks!
Yes citral is present in many plants. Mostly plants that have a name with ‘lemon-‘ contain it in large quantities.
@@Chemiolis tyyyy
Wonderful video (as always). I like how you stick to organic synthesis and refuse to become another useless NileRed. 🙂🤭
nilered is useless?
@@multiarray2320 In the last couple of years - pretty much so. ☹ I still like his videos, but they lost a lot of educational value. Just entertainment nowadays.
@@crabcrab2024 many yt channels have turned from educational to entertaining because it gives you more money. this is very sad. but nilered has still a decent amount of education in the videos (not the shorts, they are stupid). i thought you mean the upload frequency and not the quality xD
please show us how to make petrol from animal fat
C'est l'enfleurage; technique ancienne et très couteuse, car beaucoup de main-d'oeuvre j'ai modernisé la méthode, avec des résultats meilleurs qu'en distillation sur des fleurs blanches fraiches, car la capture des terpènes se fait à froid.
Looks like we have the same idea 😂😂 But my videos are not finished yet
Boop
My lemongrass decomposed with air and heat.
2:30 That's a bit cheated... 😉
So many flasks filled past half :/
Whut? Not smells test to see if it smells like roses or just "vaguely reminiscent of roses"? As a NileRed viewer I do not approve! :P
He said in a comment above "Yes it smells like roses, but it is so concentrated it is uncomfortable".
@bdnugget - 2022-08-21
Also important: you add the pseudo-ionone to the sulfuric/acetic acid mixture instead of the other way around to promote intra instead of intermolecular reaction. Otherwise you get a lot of aldol gunk from it reacting with itself
@christopherleubner6633 - 2023-02-17
Yup brown goo.