Making Cat Attractant (Nepetalactone)

Рет қаралды 168,015

Жыл бұрын

Literature for full synth that contains CATalytic cycle:
pubs.acs.org/doi/10.1021/acs....
In this video I am making Nepetalactone, a natural component of the catnip plant and some other plants. First I try to extract out Nepetalactones from dried catnip via a soxhlet extraction, but I was unsuccessfull in separating out the nepetalactones. So instead, I found a paper which makes it synthetically and I follow that completely. In the end, cats test it out.
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Пікірлер: 440

@ThatOnePaperBag Жыл бұрын

New drinking game: take a shot every time he has to do short path vacuum distillation.

@DeathMetalDerf 11 ай бұрын

I end up doing that A LOT because what I'm working with is very easily destroyed by the heat. I'm very used to doing it, so I've gotten quite quick at setup and operation, but whenever I have someone working with me, I get complaints about how often we setup and take down the short-path distillation rig.

@anomonyous 4 ай бұрын

Joke's on you. I don't even know what that means and I'm already drunk. So I won twice. 😎

@rikvermeer1325 4 ай бұрын

At some times it felt like the video was on repeat 🤣 Add some DCM, distill with water somethingsomething short path vacuum distillation salts salts crystals bleak oily substance. Add some DCM, distill with water somethingsomething short path vacuum distillation salts salts crystals bleak oily substance.

@PeteOfDarkness Жыл бұрын

Regular people attracting cats: Pspspspspspspsps! Chemists attracting cats: *CHEMICAL WARFARE TIME!*

@rikvermeer1325 4 ай бұрын

The chemicals do the "Pspspspspspspsps"

@kitkakitteh 3 ай бұрын

That’s cheating! I use chicken. 😂

@Nikedemos Жыл бұрын

- Mum can we watch Nile Red? - We have Nile Red at home. Nile Red at home... but the home is a posh countryside estate:

@reubenmckay Жыл бұрын

As a PhD student working on an organic synthesis project, I appreciate seeing your discussions in this and other videos where a technique didn't work. I would say your videos are an accurate reflection of what chemical synthesis research is like -- find something in the literature, try it, laugh it off when it doesn't work, try other things until something does work, wonder how the literature managed to get a higher yield than I did, muse on how everything is yellow.... Also: I love your sense of humor.

@NoctisIgnem Жыл бұрын

Always iffy with yellow chemistry

@vincentgrunewald6360 Жыл бұрын

The search for solutions and beeing as much tolerant against frustrations is the most important thing as chemist lol I guess a steam destillation with the catnip would have worked to gain the essential oils

@droga_mleczna Жыл бұрын

Everybody knows that all yellow chemistry is alchemy

@science_and_anonymous Жыл бұрын

I AGREE! It is no where as easy as on paper

@trollmcclure1884 Жыл бұрын

so it's not science. I knew it. It's still alchemy. It should work every time. But wait... some giants had to write those papers, to imagine the reaction path and follow the perfect theory to a pure product. IMO they dont share all the tricks and little details

@defenestrated23 Жыл бұрын

That catalyst is absolutely wild. I can't imagine the hours of scouting and development to discover it.

@GarryDumblowski 8 ай бұрын

What I'm curious about is the random nitro group, would the compound break down if that nitro group was removed? It's a pretty electronegative group so maybe it has something to do with the resonance of the central ring, but then why isn't another nitro on the aniline attached to the solitary nitrogen? What's special about the hydrazine group that warrants the nitro that isn't necessary for the amine?

@Insommer Ай бұрын

@@GarryDumblowski bruh

@GarryDumblowski Ай бұрын

@@Insommer Look, I'm not smart and I'm also not a chemist, if there's something i'm missing then i'm sorry but I'm not gonna find it on my own lmao

@quimlast7180 Жыл бұрын

This is miles ahead of any content anyone else on chemistry youtube is doing.

@refluxcatalyst7190 Жыл бұрын

Do you need more chemistry channels? This is pretty identical to what many others are doing - it's FAR from "miles ahead."

@isocle Жыл бұрын

Here's some other channel recommendations: explosions&fire/extractions&ire, NileRed, thylabs, nurdrage, chemplayer, doug's lab, probably a bunch more

@Abdcwyxz Жыл бұрын

@@refluxcatalyst7190 The quality of the content on this channel is really superior than any other ochem channels on youtube. It's essentially a lab report of the synthesis of all the reagents, with professionnalism and a really scientific approach. Message to benchtop NMRs : Give this man an NMR already!!!

@the_real_aristotle Жыл бұрын

nile red

@aurelienyonrac Жыл бұрын

How do you measure? Neil does nice video too. And quite a few others.

@savagesarethebest7251 Жыл бұрын

Strange enough, my cat seemed to be attracted to this video alone. She came to check it out quite immediately 😅

@nameless.402 Жыл бұрын

she understands human languages, she is too powerful

@BillAnt 8 ай бұрын

My cat "Haz you Cat-Viagra?" :D

@Khitiara_ Жыл бұрын

this has very extractions&ire energy and I'm absolutely here for it

@cvspvr Жыл бұрын

sadly tom no longer likes animals after he got kicked out of his shed by a bunch of possums

@albummutation2278 Жыл бұрын

not enough failure to be "very" similar to E&I tbh

@matiastripaldi406 Жыл бұрын

nah, not enough tar

@darkmann12 Жыл бұрын

@@cvspvr loool

@TrueMechTech Жыл бұрын

Nah, not enough tar and too clean setups, Tom's lab looks like a post-apocalyptic drug lab

@jimsvideos7201 Жыл бұрын

Needless to say, I admire your purrsistence.

@rexydoot2259 Жыл бұрын

I had no clue what I was looking at but you made catnip juice which is kind of cool. I left you at like good content!

@nalarios5702 Жыл бұрын

Absolutely love your videos! The mixture of humour, cleanliness of the graphics, detailed and much appreciated reaction mechanisms, clear step-by-step explanation, and so much more. Truly blessed to have found your channel. For once the KZfaq Algorithm actually suggested me an amazing channel. Looking forward to (hopefully) many more chemistry videos :).

@BillAnt 8 ай бұрын

The detailed and well illustrated synth-theory is great and educational.

@mike-wy6gn Жыл бұрын

Очень качественное видео! Смотрю вас достаточно давно, и мне очень нравится, что вы начали детально рассматривать механизмы проходящих реакций! Получается информативно и полезно!

@crabcrab2024 Жыл бұрын

That is another achievement far beyond the average KZfaq chemistry. Damn, you are good, man! Love your channel. 😻

@BillAnt 8 ай бұрын

While other KZfaqrs are sniffing Menthyl Acetate (Menthol), here cats are flipping out on cat-Viagra. hehe

@spanishSpaniard Жыл бұрын

I really apreciate you putting the reaction mechanism and molecular structure. Thank you.

@charlesnathansmith Жыл бұрын

The first cat at the end reacted exactly the way every cat I've ever tried to offer catnip reacted

@onecatfunt5904 Жыл бұрын

Absolutely mind blowing chemistry, and your video composition is great! Good job dude, you deserve way more hits. No doubt you will get them if you keep it up

@petermaddin5611 Жыл бұрын

Wow all that effort. You certainly gave that short path distillation head a real workout. You must really really really love cats!!! Glad it worked out.

@Faro1909 Жыл бұрын

in the diazotization reaction: your yield wasn't as high as the literature because of the foaming ... that's an indicator for the production of nitrogen, so you basically performed a sandmeyer reaction to a certain extent ... replacing the diazo-group with Chlorine from HCl and releasing Nitrogen ...

@8HENRYXD8 Жыл бұрын

that's damn right, i remember studying that reaction at high school

@durshurrikun150 Жыл бұрын

Doesn't the sand meyer reaction require a Cu(I) salt for it to actually happen? The Cu+ donates 1 electron to the diazonium salt( which has a carbocation resonance form) generating a phenyl radical which then couples with a chlorine atom to form the chloro-arene compound.

@Siyuan_Li Жыл бұрын

@@durshurrikun150 the sandmeyer reaction can just be substitution where molecular nitrogen is the leaving group, I think only specific transformations require Cu(I)

@durshurrikun150 Жыл бұрын

@@Siyuan_Li Ah, so it has both a radical mechanism and a SnAr mechanism. Because when I studied it, my textbook called the sand meyer reaction only the substitution of a diazonium group on an aromatic ring with chlorine, iodine and bromine in the presence of the respective Cu(I) salt. For example, the gentle decomposition of a diazonium salt in water or OH- to produce a phenol or the decomposition of a diazonium tetrafluoroborate to give an a fluoro arene were not classified as a sandmeyer reaction.

@mytoasterwentflying Жыл бұрын

What a massive project, kudos to you for following it through!

@chemdelic Жыл бұрын

You deserve way more subs with the content you put out

@chandlerbrown7066 Жыл бұрын

Same could be said about you honestly

@williambouthillier8611 Жыл бұрын

Oh man, that's a cool synthesis! It spans over so many different aspects of chemical synthesis. Nice use of NHC catalysts and oxidative phenol coupling I must say

@Grak70 Жыл бұрын

This guy makes me feel so damn lazy. Doing all this and filming it too is a crazy investment of time. Thank you so much and keep it up!

@dominctiemes9483 5 ай бұрын

Chemistry is beautifull, to be able to make something like this out of pure whim and a lot of effort is just done splendidly, thank you for the video.

@cheaterman49 Жыл бұрын

I love that you go through making rocket fuel to make catnip :-) chemistry is really fascinating! EDIT: 20:12 : And Aspirin too??? Wow!!!

@It-b-Blair Жыл бұрын

Honestly, that seems like how cats react to it so it makes sense 😜😂😂 Very impressive

@edoardobandieri2688 Жыл бұрын

Each video gets better, keep it up! You are the best :)

@THYZOID Жыл бұрын

pretty neat stuff

@Dragonbyte Жыл бұрын

yooo i had this idea and you did it!! great job man keep up the cool content👍

@kitkakitteh 3 ай бұрын

So… this is basically Breaking Bad for cats?

@stevenlimanda5143 Жыл бұрын

13:30 YOU LITERALLY GIVE ME A HEART ATTACK 😥😥😥😥😥

@adamwiess Жыл бұрын

me too

@jries77 Жыл бұрын

"Literally." 🤔

@jasongreene303 Жыл бұрын

Are you feeling better now?

@valacarno Жыл бұрын

How is your head?

@Hawk7886 Жыл бұрын

rip

@totalsynthesis Жыл бұрын

Holy smokes, must have been a tremendous effort. Awesome video!

@xerolad4086 Жыл бұрын

This is some serious OG chemistry. Awesome!

@rh9909 5 ай бұрын

Your videos really bring back the magic when I first entered organic synthesis lab in Uni. (I now do research on surface modification of nanoparticles with polymers, and don't need to think about yield, column and distilling anymore)

@williambouthillier8611 Жыл бұрын

Oh man I feel ya... Whenever I synthesize a new product and try just filtering and washing, 90% of the time I'll overshoot and lose product on the fritted glass filter 😅

@cheaterman49 Жыл бұрын

18:26 Recrystallization, always my favorite part when it happens :-) I know it hurts your yield but it's always beautiful to watch hahaha!

@PotooBurd 9 ай бұрын

This is so informative!!! Fantastic video; I love this kind of content!🌻🌼🐝

@joshg.6536 Жыл бұрын

Nice vid! As a student i love the explained mechanim backgrounds :)

@Quazex Жыл бұрын

it's strange seeing "nepeta" in normal contexts

@Astharot90 8 ай бұрын

Why I didn't know about your channel until now?! Great everything, thanks.

@bradanders7020 4 ай бұрын

I like that the video gets quieter and quieter over time.

@chanheosican6636 Жыл бұрын

Yes they often use hexane etc to remove after being refluxed with ethanol. It is tough to separate I tried I was uncessful. Glad you made it.

@potumnn Жыл бұрын

This is high quality chemistry cinematography

@spookywizard4980 Жыл бұрын

Absolutely killer video man! Would have been nice to see you try it on more cats or test that you actually had the product but amazing syntheses regardless!

@seanberger9461 Жыл бұрын

Chemiolis uploaded. Thank God I needed daily dose of column chromatography

@sqezonline Жыл бұрын

i am a simple internet person. i see “nepeta” prefix a word, and then i just start thinking about trolls

@clockworkspiral Жыл бұрын

my condolences (yeah 😔)

@AbdullahKhan-ny2fr 10 ай бұрын

Could you explain?

@BloxBuster-nv2ol 4 ай бұрын

Get trolled snowkie

@radRadiolarian 4 ай бұрын

hello

@sqezonline 4 ай бұрын

@@radRadiolarian you.

@dyatlov3466 Жыл бұрын

These videos are like high quality wine

@wilihey1425 4 ай бұрын

I really like your videos, i am in an entirely different field and i only really have some entry level chemistry knowledge but i like to see the process its satisfying to see it then have it explained and seeing the end result etc, i dont know if im the main target audience but i enjoy it a lot

@ottowalter2519 Жыл бұрын

Very nice Video. In general, as a organic chemist phd student, I like your videos on the synthesis of some nice stuff. You can do TLCs of harsh reaction mixture, for example containing sulfuric acid, by doing a small workup in a vial.

@sashboo1370 Жыл бұрын

Amazing video and synthesis! I also had a project idea to get some nepetalactone, but I was gonna try to vacuum distill the catnip extract since most of it should be nepetalactones.

@user-yw9mw9hv8o Жыл бұрын

alright guys, take 1 shot of HPLC grade Ethanol for every "short path vaccuum distillation"

@theresegalenkatttant Жыл бұрын

loved the test at the end😂😂

@palamalama Жыл бұрын

Awesome man! Simply awesome! Cheers for the reaction mechanisms, they honestly make it really enjoyable. Also, the equivalents are very helpful as well, they make the reactions more appreciable

@shawnio Жыл бұрын

man, this was so complex, you literally built the entire molecule like legos, cool

@TheComicChild Жыл бұрын

Definately needs more patreons for more equipment

@dmbadcat 4 ай бұрын

This is so easy, I wonder why more people don't make this at home.

@7177YT Жыл бұрын

Brilliant! Cheers!

@zillertalernazihass Жыл бұрын

Meanwhile Nilered's channel: *"Today, I show you how to make Benzoic acid. In the next video I will show you how to make Diethyl ether - I will upload the next video in one year because it takes a long time and hard work to produce this content"*

@scrotiemcboogerballs1981 Жыл бұрын

Thanks for sharing

@MCDainter Жыл бұрын

The mistake u made with the separatory funnel reminded me of what I did last week in my lab xD I was refluxing for a couple hourse and then it toppled because it wasn't tightend properly and I lost most my material.

@user-zx8oy2jf4d 11 ай бұрын

Your neighbors must love you with all the SO2 you're making..

@ChoumadaGaming Жыл бұрын

Great underrated content once again! What does the paper mean by ds >99% in the experimental near where they talk about enantiomeric excess (ee)? Is this used when a stereoselective reaction can form more than 1 other stereoisomer? (in this case 3 namely: 1b, 1c, 1d)

@durshurrikun150 Жыл бұрын

ds should be diastereoisomeric excess

@Paxmax 4 ай бұрын

Gud gawds what a process! Thumbs up for effort, daym!

@LFTRnow Жыл бұрын

Cats AND Chemistry - The perfect YT video :)

@razabazal4669 Жыл бұрын

This makes me excited to start my career in organic chemistry!

@jasongreene303 Жыл бұрын

My head was spinning before the 10 minute mark. OMG was this complicated!

@andrescontreras4864 Жыл бұрын

The best video in the Internet

@bromisovalum8417 Жыл бұрын

Valerian root works even better as a cat attractant. But nepetalactone has another advantage in humans, in that it has a repellant actions towards cockroaches and mosquitoes.

@GodlikeIridium Жыл бұрын

Very cute cats you've got there 😻 And interesting synthesis. I don't need this... Or catnip... My cats go crazy smelling my shoes 😂

@brendenirving7463 Жыл бұрын

Im impressed. Your yields are great. Queston…During your oxidation to form 8-oxocitronella, when you needed to turn the primary alcohols to aldehydes, why didnt you use PCC?

@kid_missive 6 ай бұрын

maybe because they didn't want chromium in a product they were giving to pets?

@Josezwitterion 9 ай бұрын

Wauuu super syntesis

@IzzyMyall-rf4yf 4 ай бұрын

I have a question, so when you separate the impurities, what do you do with them after? Is there a special place you need to throw it away or?

@CDCI3 Жыл бұрын

Diazonium salt: please, I beg you, just let me become nitrogen gas! Chemists: lol nah dawg, I don't think so

@sheraznazir4559 Жыл бұрын

after Nile red this channel is doing great

@APerson-rc6vb Жыл бұрын

fantastic

@ssssssssssssssssssssssssssss65 Жыл бұрын

i love that catnip is just giving cats drugs, you're the walter white of cats

@kawaiiintelligenceagency3889 3 ай бұрын

Besides the few oopsies, which happen cause we all make mistakes, it’s pretty cool you pulled of such a long synthesis

@rosemarshall1219 Жыл бұрын

You got me at « i love cats »

@UmUs Жыл бұрын

Cute cats

@yxx_chris_xxy Жыл бұрын

I need a cat repellent please! This is the most complicated synthesis I have seen on youtube. I particularly liked the part around ~17:10 where you used a crap stir plate to stir turd-butylphenol and turd-butanol.

@spiderdude2099 Жыл бұрын

“Because this cheap stir plate is crap” Lol, I felt that XD

@realcygnus Жыл бұрын

Nifty AF ! I'd really like to see what that gray tabby cat from the beginning thought of the product. This has to be at least like Master's Degree level chemistry, no ? I know virtually nothing about it but find it extremely interesting in my old age. I bet if free abundant vids/resources like this existed in my day I would have chosen chemistry over EE. Priceless content no Q.

@NeekoKimchi 9 ай бұрын

Interessant. Goed gedaan:)

@stevestarcke 2 ай бұрын

"My pride didn't let me abandon the project" Words to live by!

@papideekikidee5473 Жыл бұрын

May SnCl2 reduce your nitro-group as well? Or are higher tempereatures needed?

@Chemiolis Жыл бұрын

Usually SnCl2 reduction is done at high temps (boiling) and also it doesn't work that amazingly for a more hindered aromatic nitro in general

@Crowbars2 4 ай бұрын

Whoever discovered this chemical missed a great opportunity to call it Nepetacatalactone.

@threeMetreJim 3 ай бұрын

And he was complaining that extracting the nepetalactone from catnip was too difficult. Steam distillation worked fine for me when I was making some cat attracting juice. I did have to wait for the catmint to grow though. I really like the smell of that stuff too.

@crabcrab2024 Жыл бұрын

NMR, NMR, NMR, ole ole ole, NMR is what we need!

@mengoter9363 Ай бұрын

Gibt einfach nicht genug Daumen hoch für dieses Video

@YippingFox 4 ай бұрын

So not only are we making insect repellant, but it also attracts cats? You sir, are a magician!

@adrianaa3059 9 ай бұрын

From that intro, it felt you didn't love cats, you love-love cats!!! 🤨 jokings aside, loved the video and subscribed!!! 😊

@durshurrikun150 Жыл бұрын

Maybe cooling the diazonium salt more would have prevented the nucleofilic substitution with chloride. Or maybe the Sn(II) acted like Cu(I) and caused a sandmeyer-like reaction. Can the carbene be isolated and stored or, despite being an NHC, it is incompatible with water and oxygen?