Succinimide from Succinic acid

We do a ring closing reaction to form a needed organic building block, as usual sacrificing some glassware and sanity in order to get it done. Also, I paint. As somehow requested.
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Music: from Aphex Twin's soundcloud dump, track name:
1- Dance And Play
2- 14 07 B
3- lost track[dat 24]icbyd

[@ExtractionsAndIre]

the fact that I go this whole video without making one *SUCC* joke is honestly a tragedy

[@justsammy2023]

Yeah it succs

[@superioropinion7116]

How many layers of irony are you on?

[@DrakkarCalethiel]

Yellow chem succs :D

[@franglish9265]

Succ

[@Skhillz_FN]

I would talk about how much your reaction succccced but that would really blow So I'll keep my dsl's closed . .. . . .. .. There I did it for you

[@NG-VQ37VHR]

Don’t you dare clean anything. The whole “trailer park meth lab” look is part of the charm of the channel.

[@ExtractionsAndIre]

No matter how much I clean, there's always more mess elsewhere. We ain't ever going to run out of mess

[@NG-VQ37VHR]

Extractions&Ire I appreciate the reassurance.

[@austinrosh6491]

Agreed! At least my can rest easy now

[@BothHands1]

it's his aesthetic lol

[@Amipotsophspond]

Alexander Fleming discovered penicillin by hording used petri dish to the point flies got stuck died on them and started to mold. Lea & Perrins forgot about Worestershire Sauce under some stairs after a few months they thought the longer fermenting time tasted good(WTF they tried it). just saying some good things have come from the slovenly.

[@opbrah]

Tom: don’t request videos of me painting Also Tom: Lofi hip hop beats to relax/paint benches to

[@Felixkeeg]

"Should've sanded it all back, everbody's going to say that" Yes, you should've'd

[@ExtractionsAndIre]

The KZbin audience is basically my conscience, who I often chose to ignore

[@solkompleksowa444]

@@ExtractionsAndIre and then paint it white with organics rich paint ;)

[@ABadImagination]

if ya gonna go back n sand it, you might as well bog n re-sand for a mint finish

[@awkwardturtle20xx84]

The only crack shack used for actual chemistry

[@among-us-99999]

I guarantee you there are many more crack shacks that are used for actual chemistry!

[@q3st1on19]

*The only crack shack used for *LEGAL* chemistry. Don't be dissing the meth cooks out there

[@trippiechris1852]

Hey, making drugs is chemistry!

"It looks red on camera" no, it looks yellow. And we all know what that means.

[@californium-2526]

Yellow chem bad.

[@ExtractionsAndIre]

Oh no... It's all coming together!!

[@adamlifevictor5772]

All yellow chemistry is TRASH

[@AllChemystery]

Adam Azra not so! Yellow chem is either toxic, explosive but generally stinks something awful and stains everything it touches! My Secret obsession!

[@jamescanjuggle]

I've no idea what it means xD

[@Rhodanide]

Tom: "Ammonia is my least favorite gas to deal with" Me: _nervously glances over at Hydrazoic acid_

[@californium-2526]

Ah yes, enslaved explosive

[@ExtractionsAndIre]

I mean, to be fair, it's my least favourite gas that I would just release in the room and be like 'this is unpleasant' rather than doing anything about it lol

[@jacobtierney4419]

Ah yes, explosive cyanide

[@Peter_Schluss-Mit-Lustig]

Show Fluorine some love

[@californium-2526]

@@Peter_Schluss-Mit-Lustig Ah yes, the chemist's nemesis: Extremely toxic, extremely reactive.

[@reactivechem7408]

That 6% recovery from subliming onto an rb flask hurt a little

[@ExtractionsAndIre]

I felt it in my bones

[@tomlynx8090]

@@ExtractionsAndIre I think that's actually from the various fumes you produce in the shed :)

[@pvt_crunch2147]

You should re-title this video to "Finally Painting the Desk".

[@ExtractionsAndIre]

That's really the main content, painting with a little bit of chemistry

[@infectedrainbow]

I came to say this :D

[@helixrelicsshow9651]

@@infectedrainbow funny

[@hardrocklobsterroll395]

I like your neutralization and reacidifcation technique because it involves little to no math

[@dwaynetherock-hardjohnson5676]

Some of the shots in this were really cool! I really liked the recrystallization and the shot of all three states of succ at the same time. Very intertwining to watch!

[@ExtractionsAndIre]

Thanks! I enjoyed filming this!

[@bgdwiepp]

i love your approach of doing real chemistry badly, it has a certain type of charm, very much like your approach of doing real painting badly.

[@plebestrian9323]

if it's yellow and it works, it's actually orange™

[@Nono-hk3is]

Hey congratulations on the clean bench! Oh and congrats on the chemistry thing, whatever that was.

[@ExtractionsAndIre]

It really felt like an achievement honestly

[@jonasgilch3721]

I am studying chemistry in Germany. Every time it SUCCs I watch one of your videos and motivation is back. Thanks a lot for those boosts.

[@ExtractionsAndIre]

Glad I can help, good luck with it all, I believe in you!

[@jamesg1367]

Don't believe it, Jonas! He said that to me -- now I have no friends and all my glassware is stained YELLOW.

[@jonasgilch3721]

I am more afraid of the yellow stuff than having no friends to be honest. Last semester a had some nerve racking time with synthesising some yellow GaCp*. That is enough for quite some time.

[@andersjjensen]

@@jonasgilch3721 Still studying chemistry? Or has the dreaded yellow seeped into the last bits of your sanity and driven you towards a blissfully unexciting career in accounting?

[@TrojanCommander]

Thank you for giving me the idea of making Benzine from PET. Three years after watching that video, my graduation project is about designing a reactor for that exact reaction. I changed my major from accounting to Chemical Engineering because of you and nilered. I'll hopefully graduate before the world ends. :D

[@ExtractionsAndIre]

That's super cool!! And if you have any outcomes from that project, please let me know, especially if there's a writeup about it. It was a very interesting project that I did not get very far with, so would be really interested to see how you improve the method and give it another go! I sometimes miss comments, so feel free to DM me on Twitter too if I don't respond, good luck mate!

[@ReaperUnreal]

Any update? How did it go?

[@TrojanCommander]

@@ReaperUnreal I graduated and now I work in engineering plastics research in at one of the largest plastic manufacturing companies in the world. :)

[@ReaperUnreal]

@@TrojanCommander That's awesome, congrats!

[@trulyinfamous]

I honestly love the lab set up compared between you and Nilered. Yours is so relatable. Although I only have about 7 or so basic pool and house chemicals, I do have a lot of pool chlorine. I've quickly learned that chlorine only smells like a pool in low concentrations. It smells like pain when you breathe in more.

[@butthole9843]

WWI weapons smelt like chlorine.

[@kulled]

now nilered does all his work in a several million dollar lab that's part of an office building

[@deathrock0]

"It's going yellow" Me: *Nervousness intensifies*

[@Enjoymentboy]

Have you considered that the trouble you have in determining the ph is due to your use of YELLOW yest strips?

[@r.mishra6725]

This

[@2001Pieps]

Maybe you should have stripped off the old paint. If only you had some sort of agent to do than with...

[@ExtractionsAndIre]

Hmmmmmmmmmmmm

[@SerumCRM114]

Stripping paint is a waste of good DCM 😅

[@AsymptoteInverse]

Yeah. I know for a fact he's still got those ampoules of bromine.

[@2001Pieps]

@@AsymptoteInverse Yeah, maybe just bleach the table.

[@firstmkb]

A nice thick coat of "touch powder" would take care of the old paint, and give you a rich brown finish.

[@alzeheimersgaming]

The bubbles in your paint job are from applying too much paint too quickly, trapping vapour boys inside when the outer layer drys. To prevent, you need to do thinner layers of paint and just do more of them!

[@ExtractionsAndIre]

Ok thank you!!

[@Margarinetaylorgrease]

This is the comment I came here for.

[@TomsLab]

I've recently found that using ammonium bicarbonate is a great alternative for neutralizing acids with ammonia. You can actually weigh it out and there's way less water to boil off

[@ExtractionsAndIre]

Hey, thats a great thought

[@zippyllama177]

"Dilute heat"

[@dipgrizzly25]

For the bench you need to first scrape all the old paint off with a "painters tool". If there is anything soaked into the wood use a heat gun and towels to wipe it away. Then progress upward in sandpaper grit from 60 to 320, wipe clean with mineral spirits. Paint. Job done.

[@tomlynx8090]

The part where you painted the bench and the whole screen became white and clean purified my soul Tom.

[@snrgel5091]

"If you watch this Channel for a wile, you might know that i am not good at cleaning and keeping promises" Hmmm...

[@abroquet2189]

Using a sand bath would save your glassware. My favourite channel.

[@ExtractionsAndIre]

Sand baths are so slow oh man. But yeah, they do break glassware less...

[@abroquet2189]

@@ExtractionsAndIre Can be very thin so the heating is fast (60 or 70 grams) as long as you have indirect heat.

[@crabraptorjesus]

@@abroquet2189 What kind container is good for sand baths? I have some pyrex dishes I just wasn't sure how much heat they can handle.

[@abroquet2189]

@@crabraptorjesus I would not recommend kitchenware for heating generally, but it should be okay for sand baths. Any lab glass is suitable if you have a round bottomed flask or uneven surface that will reduce heat transfer. Sand will help create a flat surface and it retains heat very well. Place it on aluminium foil then you have insulation as well, improving efficiency.

[@pourdelargent]

In labs, I used recently N-Bromosuccinimide to synthesise 4-bromomethyl benzoïc acid, which has been used in a Wittig Reaction between a phosphonium ylide and a aldehyde to form 4-vinylbenzoic acid It was pretty fun ahah We then passed our 4-bromomethylbenzoic acid trough MRI and it was very pure. There was no other trace of reagent or side product :)

[@RaExpIn]

I always like the random off-topic parts of these videos :D It feels like a little break between the chemistry parts. Nice synthesis! I'd recommend to always put some coolant like ice and water into the flask, which is used to resublime a product. This could increase the yield.

[@THECREATOR1099]

Get an electric sander will make your life way easier whenever you want to re do the tables

[@aidenallweiss15]

Watching you paint that unstripped, unsanded bench hurt a little.

[@visiblur]

I'm a biochemist. My brain has an entire department dedicated solely to succinate.

[@DrSpooglemon]

Organic chemistry: the thousand-fold path to black tar.

[@ingensvidcz5390]

Wow, the music during the timelapses is sooo nice. And the synthesis too of course

[@Totalinternalreflection]

Aphex Twin

[@user-nq3ml1xm9z]

So grateful for your videos! Needed to make succinimide for Gabriel synthesis for thesis work and this is great. Keep on being awesome and making synthesis accessible to the rest of us

[@jakstat9880]

Thank you so much for these uploads, m8. It's really helping us get through lab withdraw during quarantine ;___;

[@cruros9084]

2:19 Tom: "Looks green in real life but looks red on the camera." Video: Haha yeah lets make it yellow.

[@xenockz]

EXTRACT THE SUCC

[@gloriousmeme3960]

Hey! Ive binged your entire channel. Love the chemistry and keep up the good work!

[@ExtractionsAndIre]

Glad you like the vids mate!

[@Gzorz]

"looks like we might have some glassware down as well as terrible yield - so it's a great day" Steve Irwin of chemistry right here

[@MrPinknumber]

Ahhh yeah, that cleaning is so satisfying to watch. Good job !

[@sebastianflynn1746]

I demand either a video or a live stream dedicated to painting the table.

[@Litepaw]

Finally a new video! You're one of those channels to me that i actually drop everything else when i see they uploaded.

[@maxmuenchow]

Big brain time. Don't clean it. Just break it.

[@Bebeu4300]

Nice, that you finally painted the desk. I think a second layer might be a good idea, though. And probably with the enamel you were talking about. Hope to see that in an upcoming video!

[@anthonycayford3763]

Loved it mate! Really enjoyed it.

[@zagaberoo]

Really enjoyed this one, and not just for the painting interludes.

[@snrgel5091]

Chemistry + Humor Awesome!

[@gavin479]

Loved the video, thank you for this Easter special :) Bloody yellow chemistry haha

[@HeaanLasai]

Great to see another one of your videos!

[@Thrustmaster64]

Thank you for the nice paint footage! :)

[@matthewfrederick8041]

I fricken love this channel

[@nikolashadjipaschalis5629]

*NH3 is my least favourite gas to deal with* SO2, H2S, HCN: are we a joke to you?

[@ExtractionsAndIre]

I like H2S lol

[@nikolashadjipaschalis5629]

@@ExtractionsAndIre yh i mean at least the smell goes away if you poison yourself long enough, a compound with manners

[@ExtractionsAndIre]

@@nikolashadjipaschalis5629 yeah right?? That's true politeness

[@blbobobo]

Extractions&Ire It’s your friendly neighborhood poisonous gas

[@among-us-99999]

Accidentally generated SiH4 almost set my kitchen on fire once.

[@andersmoore]

I love the painting, that’s who I subscribed.

[@TheH4rtz]

“Dilute heat” 😂❤ bloody got me this time, another great backyard job, oath keep it up

[@andersmoore]

Wow, you actually did it. You absolute mad lad!

[@bencheevers6693]

What happened to this project? I was pretty interested in seeing you overcome and eventually succeed!

[@esven9263]

Admit it, you wanted that beaker to crack as soon as you started thinking about cleaning out all that tar.

[@ExtractionsAndIre]

I won't disagree that I'm very relieved

[@koldfizzion3762]

Yea!! More awesome chemistry videos please.

[@Terminus316]

The creator of this channel is interesting, kinda reminds me of myself, the way in the beginning we see a more subdued but unorthodox experiment which fails but really the guy knows what he’s doing and goes absolutely ham on the second experiment like a real mad scientist

[@nzcym]

It can be further simplified 1. add 2 eq. of NH4HCO3 to 1 eq. of succinic acid. 2. gentle heat the mixture with sufficient stirring 3. this will generate ammonium succinate, water and CO2 4. heat the mixture under mild vacuum to remove water

[@adfaklsdjf]

Those benches are lookin great!

[@Quickst3p]

I came for the chemistry, I stayed for the bench painting.

[@Sean-vs2hu]

The sarcasm is fantastic

[@euler2589]

enjoyed it. some cool stuff in this one.

[@joaomrtins]

Yay painting video!

[@TDH12]

Ill be succinct. This Succinic acid to Succinimide synthesis video was superbly scintillating!

[@ephjaymusic]

When you said " oh it's going yellow" I was like oh sh*... Something's gone wrong hasn't it 🤣🤣🤣🤣

[@Luhsteesay]

I know little to nothing about chemistry but still enjoy the videos fam, love your stuff!

[@DETRIVNI]

You always got legit music bro

[@deathkeys1]

that's why I hate organic chemistry. yields... once I made a reaction that I had 2.65% yield, never felt so wasted, humiliated and enraged at the same time!

[@FullModernAlchemist]

If you like Kombucha, I’ve been reusing the brown glass bottles that a lot of that stuff comes in for chemicals. The ones I’ve been buying have HDPE caps so they’re pretty versatile.

[@lukaswursthorn581]

Generally, the bromine substituted isobutene will react much more readily than its chlorine substituted brother. It will, however, also degrade faster. What are your reaction conditions of the ring closure reaction? If it is a low temperature reaction, you might be better off using the bromine derivative. Also, bromination using NBS will probably be easier than chlorination using NCS. I would therefore suggest going the bromide route, even though getting the actual NBS is harder. I think it will be worth the effort.

[@9279chomp]

Would love to see this series revisited

[@koukouzee2923]

Yay long vids Hope for more you are the best

[@DrakkarCalethiel]

Aw yes! Back on track for the 1-MCP synth!

[@ExtractionsAndIre]

We will get there!!

[@floranhupscher272]

nice, chemistry and Aphex Twin

[@williamwedgwood313]

"at least I don't have to clean it"- you should sell shirts

[@christopherboulden8330]

Woah brother, I signed up for this channel to watch one video every 3 years.

[@Mess-Lab-Kitchen-Show]

You're thinking of Dougs Lab.....

[@caffeinette]

Timelapse of recrystallizations are just *//chefs kiss//*

[@mintgarnish6281]

Next step: paint the benches with chalk paint to give you more room. Also O O F on the 6% 😂

[@gavinkramar1403]

What is the "overall apple project?" I'm new to this channel.

[@Sarkast]

I think he's trying to make an apple immortal by chemically inhibiting the ripening process.

[@ExtractionsAndIre]

Yeah! There's a chemical that stops apples ripening, called 1-methylcyclopropene. Theres a playlist of all the videos in this series on my channel

[@cvspvr]

he's making 1-mcp to make immortal apples

[@pyromen321]

Congrats on not having the white paint come out yellow!

[@eggnogsalad6730]

Make more videos bruh, I’m tryna get through quarantine by watching quality content

[@lorlimann]

If you’re planning on making NBS or NCS as a chlorination/bromination agent consider the following: 1,3-Dibromo-5,5-Dimethylhydantoin (DBDMH) itself is a good brominating agent, so I recon the bromochlorodimethylhydantoin you used for the bromine video probably works as is. No need to take the extra step.

[@demoncet1998]

gave the benches the landlord special paid job

[@recentrogue]

I used to always wonder why it looked weird when you boiled stuff, then I remember your upside-down

[@BothHands1]

excited for another post

[@joshreeves65]

What you want to paint that stuff with is a "high hide" primer. Here in the states I use a product called Kilz and I believe its available in Australia. On a side note how much reactive material to you think is stuck in the old paint? Would be neat to see whats "hanging out" on the tables after so many reactions. Anyway love the videos, thanks!

[@PissFingers69]

Came for the chemistry - stayed for the painting.

[@someguy53299]

I really enjoy these videos. I slept through my biology/chemistry classes because the teacher didn’t teach. He’d just hand out packets of busy work, say figure it out and fuck off back to MySpace.

[@fearofchicke]

I love your haphazard videos.

[@fearofchicke]

Educational*

[@0bso]

Paint chat: Oil base paint on top of water based paint will crack.

[@ExtractionsAndIre]

Ok this is good info!

[@craftyhere5968]

Another video. Yayieeeeeeeeeeeeee

[@WilliamFord972]

You’re *finally* returning to the 1-MCP experiment!

[@patrick247two]

The amazing gesticulating glove.

[@psycronizer]

Hey brother..nice !! as soon as I saw Succinimde I immediately thought of a quite long winded procedure to make every gringo's fave marching powder...the ecgonine tricky bit...

[@afondlesballons881]

Very nice! I was happy to see an ammonia + acid condensation and not the super classic urea version. I made acetamide this way and had the same yield problem, then I found the trick: The best way to do it is to mix the acid + ammonia in the distillation flask and distil directly the water out and then the product. Don't evaporate in a beaker, these amides tends to evaporate very easily with water, don't consider your just removing a solvent, the vapor is always a mixture. That's a very good idea to go on N-chlorosuccinimide for that chlorination, it usually works on chlorinating allylic position. I wish you luck on that one :) You may however have to figure out how to react the gas with the NCS without having the NCS in excess...

[@mikemaster1773]

Great comment!! I'm curious what you would think about generating ammonia gas and bubbling it into the acid and solvent, and if there would be any solvent you knew of that would be easier to work with than water?

[@afondlesballons881]

@@mikemaster1773 Thanks :) That would certainly work and I think the best solvent would be a polar one (in theory) to dissolve both the ammonia gas and the acid, an alcohol would be perfect. No esterification should occur without an acid catalyst but to be sure I would use isopropanol rather than ethanol as secondary alcohols are slower to esterify. In practice diethyl-ether or even acetone would would work fine except you would observe the ammonium salt precipitation (the salt would not be soluble in these polar but non-protic solvents). I think water is just more convenient as you can mesure the pH in it (which is necessary here) and it is not that hard to get rid of if you directly distil the mixture. Also even if it is possible to bubble ammonia gas though a mixture, it's a bit more tedious than just using a water solution.

[@mikemaster1773]

@@afondlesballons881 I definitely agree with you about having to keep track of the ph. Well, thank you for your informative reply. You sound like you know your chemistry.

[@GodlikeIridium]

18:17 beautiful crystalls!

[@Patrisumbro]

I use NIS (N-Iodosuccinimide) frequently in my grad school research.