Bromination of the ketal - Cubane Episode 6
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- Опубліковано 22 вер 2024
- We break out our nice elemental bromine to put three bromide groups on our cyclopentanone ketal as part of the long cubane synthesis. Can we pull it off?? Will the power of test cricket in the radio provide the magic needed? Subreddit: / explosionsandfire
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Twitter: / explosions_fire
Patreon: / explosionsandfire
Music is as usual from the Aphex Twin soundcloud dump, track names are:
- 1 No cares
- 14 Cornish Spreek5bst.NectanS Glen Waterfalls Mix
- 18 With My Family
References: 1997 Lab scale paper: www.researchga...
2013 Pilot Scale: pubs.acs.org/d...
"Cubane Derivatives for Propellant Applications" 1989
apps.dtic.mil/...
The Australian stereotype of "everything in Australia wants to kill you, especially the spiders" is due mostly in part to home chemists giving the spiders a sound education in the production of high explosives.
That spider was apparently at Osowiec...ran right into bromide with nothing but silk.
Of note, that is wilful misinformation on the part of Australia's board of tourism: there are spiders that want to kill you in many places, and while Australia has like 3 of the top 4 most dangerous spider families (one being an import from africa) the US is home to 6 or 7 of the top 10.
The spider thing is just to detract you from the fact that everything else is trying to kill you: the cute mammals, the birds, the plants, the water (Australia lost a prime minister to the sea), the stuff that lives in the water, and the land itself.
you know youve got a good chemistry channel when the viewership is just other chemists going 'yeah mate, same'
I'm not a chemist at all, I just like the blood smoke bromine, lol
its just chemistry made into memes in a correct way not just some high school style puns
As a fellow Aussie chemist I relate to so much of what happens and what is said on this channel, it’s pure gold
"I dry my sieves by microwaving them, is that trash?"
"Ehh it might not be that bad, i mea-"
"oops one caught on fire"
"ok lmao yea it's bad"
tbf, I use a microwave in my lab to dry sieves out. Not had one on fire yet....
@@RickCollins1993yet
"Shoutout to the US war machine." - Actually all of my rocketry work. Man the 60s were sick.
John C Clark, is that you? Haha
_#60sNostalgiaForever_
Ignition! Is such a good book
God bless the 60s
Is he not _also_ working in "defense"?
Orange chemistry is just yellow chemistry with just a touch of the secret ingredient : denial
I'm a physicist, but from what I can gather of chemistry that seems to be a rather large portion of the entire field
IT'S ALL GONE YELLOW OUTSIDE, ABORT ABORT, GIANT YELLOW MASS IN THE SKY
oh no oh god
oh god oh man oh GOD oh MAN
That was at the start of the year
@@ExtractionsAndIre
I really can't stay /
Baby it's -cold- *yellow* outside
@@SuperAWaC Is that from _Tough Guys Don't Dance?_ lol.
Lets gooo, another video of rolling the chemistry dice to make dice shaped chemistry.
oooh yeah I like that
@@ExtractionsAndIre Woah you responded! Love your channel dude, home chemistry is the best because you'll never know how its gonna go, and risk is fun ofc
Thanks for all your work!
0:22 Ooh those high production values.
Yeah goddamn mind blowing special effects there
That was kinda neat, lol
Our m8 Tom blessing us with some of those next generation editing skills.
"Do not build a web around my f'n Bromine" lol that's the sound of authentic Australian chemistry right there
Congratulations on the yield! 50% when the authors report 60% is something I can barely pull off in a proper lab.
Indeed, have a drink tn mate!
I was pleasantly surprised as well. So satisfying to see it when he added it to the filter.
If there's one group of people who lie more than fishermen about the size of fish they catch, its people who write chemistry papers. Maybe that's why my reagent grade potassium fluoride is 102 percent pure.
@@htomerif Only trust orgsyn.
>“We need to be careful of temperature or it tars up”
>uses cheap Chinese thermometer
haha true, but the mercury ones are okay for me! the red alcohol ones are dreadful though
@@ExtractionsAndIre oh was it a Mercury one? I thought it was a red alcohol one lmao
"We made it to the summer holida-"
My shoes are full if snow jerk.
im already sunburnt
Yes but is it Tom’s special pink snow?
@@LongPeter Nah, it's yellow.
Don't eat the yellow snow.
Guess it takes him six months to edit a video.
Haha mate, there are quite a few of your viewers in research labs around the country if my uni is any indicator.
Fr
We don't have to test the crickets where I live... they work just fine.
how would you know if you never tested them???
I just like that the aromatic ring finally got some neato sunglasses
I noticed ascaridole too
Don't build a web on my bromine!
Poor bugger nearly got cancer.
i keep commenting this on every video but it brings me indescribable joy to watch chemistry happen and hear afx music fade in
I'm glad to hear it!
the scene that went from normal speed to slow-mo with the bromine dropping in was so cool
Let's goooo new Ex&I video! Most entertaining chemistry channel. I was using some DCM in the lab the other day, and was instantly reminded of the MLP jar... Thanks a lot
You're welcome, that's actually where all DCM is sustainably farmed from
Doing a search for "MLP jar extractions and ire" on UA-cam brought up some very .. questionable .... results. What scares me is I actually think this is what you might be referring to.
@@barbedwire83 whelp, that's enough internet for today.
@@ExtractionsAndIre I’m glad I’m not the only weirdo distilling DCM from that Bunnings source haha
Other labs: "there's too much oxygen in the environment and our yield is too low"
ExIre: "I got some spider in my yield, ell' be alright"
for me by far the most magical and technically impressive part is when you screw something up and improvise to salvage something. even when it doesn't work, it's still impressive and i almost believe that you know what you're doing.
That's a nice amount of bromine you added to the mix lol
n i c e
"Because sometimes, I like to do chemistry, because I want to"
You should start selling shirts because that is an awesome statement lol.
Actually I was going to comment on using such a soft hose for vacuum work, but yeah... I guess you shouldn't put a flat bottom flask under vacuum with contents that are hot enough to melt glass either.
Yeah I'm surprised the terrible soft hose and tiny 12 V pump could make a vacuum strong enough to do that, but I guess it can
Or put contents hot enough to deform glass in glass for a start
Vacuum the whole room except for the flask and put in some hot sieves. Problem solved.
the extractions and ire trademarked chroma keying on random chemicals is really a great effect
6:16
Me: "heh, nice"
The *Virgin* Erlemeyer Flask vs The *Chad* Round Bottom Flask
" 2020 Looks like things are starting to improve, things are on the up"
This comment did not age well for Australia
Australia: on the decline since forever. Nanny state forever
I think there are a lot of Chem labs out there with people wanting to get their hands on the Extractions&Ire 2020 Calendar, featuring Tom in a lab coat in tasteful poses with different glassware.
I'm not sure which month would be the Graham Condenser though...
you're like a real yellow chemistry artist, that product in the filter looked just like nan's scrambled eggs
Mate that transition at 0:23... MWAH! *chef kiss*
cricket on the radio: the sound of the summer. iconic
Got so pumped my fav chem tutor uploaded.
Some sieves can be dried in the microwave, some cannot. The mds/data sheet should day
As a chemistry major i really love your channel. Im taking my first semester of organic chemistry next semester and im really excited to learn how chemistry works in real life (as opposed to general chemistry)
hey good luck mate!
@@ExtractionsAndIre thanks! 😁
Always excited for a new E&I, or E&F video, and never disappointed!
You should learn how to pipette by mouth. Its really a lost art
It is very 60s isn't it, hmmm
The old timers at the lab do it all the time, my technician ass won't even try.
That spider was just there to science with you.
Cricket on the radio inspired me to look up some cricket highlights, and I watched 8 minutes of play from the Australia vs India Boxing Day match. I have no idea what happened, or even who won, but it looked like everyone was having a good time.
Haha nice. The game runs over 5 days and day 2 is happening right now, so no-one has won yet!
I love the humor in your videos, especially when fuck something up and are all chill about it. "HBr Gas...not the healthiest. apparently not the best system..."
The fact that this man has not poisoned himself yet is a fricking miracle. Other chemists might use a fumehood when dealing with bromine, where this man is just inhaling it like a vape.
25 seconds in, and the cinematography is on point with that transition wipe.
Now to watch the rest.
UA-cam Just asked me to rate this.
I've ticked Enjoyable, useful, heartwarming, inspiring, life changing, informative and "other".
The only word I spelt correctly was "other"
I about choked when I saw the thumbnails for this vid. So pumped for you man, this channel is amazing
You paint a beautiful word picture.
Yes! Great job, the dark gods deliver once again! Have a happy new year and looking forward to your new videos!
Amazing! Seems like some incredibly sensitive chemistry and it all went well! Now if only I could get results like that in my research lab
I just watched 20 minutes of a video that I have no idea what's going on, and I loved it.
Same here....lol
Yessss! Needed a video from the crazy man himself!
You said you can't get the reaction above 30 and I saw all the ice melt and I was like oh no it's going to be fucked but then I realized your using metric and not freedom units. All is well.
Yeah 30 in normal units is much easier to control than 30 in freedom units for sure!
A future Tom sounds like a great idea for all my problems too! Amazing
I love watching this series. Chemistry on UA-cam is always for everyone - like explosions or simple to understand. But you are doing some professional stuff. I am happy to see this community grow. Best greetings from a chemistry student who likes yellow chemistry
Who likes yellow!! You had me until then... nah, thanks mate!
That synthwave bromine administration was gorgeous.
Well at least you let the spider go. Good man
E&I: _My fume hood is when I open the garage door._
You're a Bush World Adventures version of Thunderfoot and I love it!
Oh hey, actually a nice yield and a very promising product! Who did you pray to again, Cthulhu?
This is impressive work ! You're pretty talented, not gonna lie ! One can clearly appreciate your evolution as a chemist, really !
Thanks for all the good stuff !
The graduated cylinder that I just noticed, I hope has had the best possible future. I feel you cylinder, you were there doing what was asked of you.
These thumbnails are fire
The Aphex Twin soundtrack was a nice touch. Great video!
That spider came at you full gallup with a grudge, I think that was HIS bromine...
Such a huge missed opportunity to make an arachnicated bromine solution recorded for the first time in the world.
I always appreciate a person who doesn't harm spiders and just shoos them away, thank you
“A beautiful sunny day today....”
The northern hemisphere: “can’t relate...”
I see you're enjoying your new high speed camera.
8:21 ah yes Australia 🇦🇺
That's how we know he's really a strallian
Such a Southerner, cricket on the radio and Summer at Christmas 🤦🏽♂️
the forbidden scrambled eggs
You should make a "boiling water pot speedrun": You need to get one liter of edible salted water boiling as fast as possible. The most common strat is to get tap water and then add sodium hydroxide and hydrochloric acid to salt it and make it boil faster
Honestly dude thanks for taking the time and effort to make these vids.
If you ever start electrochemistry I can help you build your own supply.
I love the little circular spotlights that move around during your timelapses
The lazy method...wow I didn’t see that coming! What a twist!!
Who else doesn't know a single thing about chemistry but still loves to watch this fuzzy legend
the warping of the glass actually made it more structurally sound on accident lol
To a solution of the ketal (128g, 1.0mol) in dioxane (1L) at 5°C and protected from light and moisture, was added bromine (480g, 3.0mol) over 5 hours, such that the temperature did not exceed 15°C. Once the addition was complete a gentle stream of nitrogen was passed through the solution for 3 days at room temperature. The resultant mixture was poured into a vigorously stirred solution of 5% sodium bicarbonate (6.0L) and stirring was continued for 1 hour. The precipitated solids were collected, washed with water, and recrystallised from ethanol to give the tribromide (256g, 70%) mp 72-75°C
Ah yeah recrystallisation from ethanol, probably could have done that!
@@ExtractionsAndIre I made cubane diester back in the '80s. This was undoubtably the hardest step ... If you can get to cubane in a shed with hardware supplies I will be genuinely impressed. Good luck with that double Favorskii ring contraction ... the yield will be low!
Yes the UV step is going to be the real challenge... Thanks!
I decided to go back to college cause of your channel. UA-cam chem channels fucking are the best
I love your videos, they are so educative and smart but with a lot of humor
Good to now I actually care about chem when I’m high af, makes me confident in my chem careeer lol
Spider: oh cool, a nice smooth red tree, why is this giant mad at me???
I really appreciate the thumbnail art 🖼
That's some pretty good looking boba tea after the bromination🍹
I saw that work at 0:23. I appreciated your extra effort that you put into the editing. It shows.
16:16 Sounds like a excellent new perfume!
lad watches cricket yessir
You'll definitely have 100k before 2021 ends. Your growth and quality has been going up exponentially. Keep kicking arse man.
I love you man
"fack off spider, don't build a web around me facking bromine"
Ketal just be chillin till sumbody say bruh
seriously don’t know why tom doesn’t get hundreds of thousands of views on these vids. Good editing, entertaining and just awesome and elegant chem in general x
Expected yield :)
You wizard
Something about this process made me want mango...
Somebody needs that tat.. "Oops, I set that one on fire."
It’s nice to see other believe in the chemistry faeries 🧚. They are bastards unless proper sacrifices have been made.
Iced coffee, well done Tom.
we make it everytime you grace us making it with your entertaining AF backyard chemistry projects lol
Spiderwebs have some interesting chemicals, helps cuts stop bleeding
This is great stuff, thanks!
Next Series: Icosatetranitrohypercubane!
i dont understand any of your videos but i like watching them because theyre pretty much magic.
Loved it
Jumping stoppers is one of my favorite things on earth
I nice visual and auditory indicator that your reaction is actually doing something. I hate reactions that appear to do nothing so you just have to hope it worked.
@@wingracer1614 When you run reactions like that, TLC will oftentimes give indicators of reaction completion.
@@wingracer1614 There's also COUNTLESS reagent tests to determine if x compound has been completely consumed in reaction mixture xyz or whatever. The tricky part is knowing which reagents may be suitable for this kind of analysis.