Synthesis of Cyclopropane by the Wurtz Reaction
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- čas přidán 1. 06. 2024
- In this video I prepare and condense cyclopropane, the smallest cycloalkane. The procedure was made up as I went along, roughly based on examples of the Wurtz reaction in Vogel's Textbook.
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![Making [1.1.1]Propellane](http://i.ytimg.com/vi/iTlRvQuIyqE/mqdefault.jpg)
![Making [1.1.1]Propellane](/img/tr.png)
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Never trust triangles in chemistry. Unless Tom makes it. Then it's ok.
Every JEE Aspirant felt this video. Thank you Tom!
Very nice to see the Wurtz reaction being used to make such an exotic compound! I would be scared of a runaway, when heating the flask, but it obviously worked. Maybe dissolving the cyclopropane in an inert solvent, could make it easier to test with bromine water.
That's a good idea, and next time I buy dry ice I'll probably do this again with zinc instead of sodium. Hopefully more product and I'd make a short video about it.
That was pretty cool! Never saw a true Wurtz reaction on youtube. Well done
What would be a false Wurtz reaction?
@@Seorful Alright you got me, I meant a Wurtz reaction. (Not an english speaker) ^^
However one could consider the reaction of a grignard reagent and an alkyl halide (often also called a Wurtz coupling) as a "false" Wurtz coupling. The "true" wurtz coupling, the original one, is done with sodium metal and is purely radical based. I think that may be what went though my mind at the time I said this.
Tom from Explosions and Fire (Extractions and Ire) sent me and I'm glad he did! I love learning about theory and synthesis! I'm an analytical chemist nowadays working at a manufacturing plant so I don't do much synthesis like my undergrad days. Boy do I miss learning Chemistry in an academic setting haha.
The Graham condenser has its very special important uses, as you have discovered. Imagine trying to build a ketene lamp without a number of Graham condensers. It just is irreplaceable, even against double surface condensers a long Graham condenser will win, in spite of poor Aussies problems with them. It's a good thing they don't come in yellow pyrex or else there would be another problem. I loved your illustration of the Wurtz RXN w/ cyclopropane. Nice job. Bj texas
This might be the most hilarious chemical reaction ever.
Very nice set up Tom! I cannot tell you the number of times I have done that when I added dry ice. I eventually just start with the dry ice then add the acetone to avoid the bubbling. Really great work man! Keep it up!
I just stumbled upon your channel today while looking for a cyclopropane synthesis, and I've got to say, your channel is an underrated gem! Thank you for your videos.
extractions & ire sent me here
Great video, Tom! My favorite part was when you said “OK That’s Bubbling Quite a Bit!” This was a truly epic moment!!
Glad you enjoyed it! I put that part in special for you ;)
Tom's Lab Thanks Tom! You’re so handsome 😍😍
good to see you back man
Another excellent video, Tom.
Finally, a reactive triangle on CZcams!
WOW GREAT VIDEO.. I AM SO JEALOUS. I always wanted to do this experiment and the wurtz fittig. I never have any sodium.
One easy way to prevent side products is to dilute the dibromopropane a lot, in hexane or something inert. That way you prevent colislons with other molecules since they are so apart.
That's very true, pretty sure that I'm an idiot :)
@@TomsLab No. You are a good scientist. But sodium and pure halogen compounds can explode!
I wish I could be a thousand years old and learn all this stuff my man said right here.... I could make lsd and omg, so much more...
Woww soo nice. ...I'm enjoy it. ...sooo nice Mr. Tom
Next, spiropentane.
Pentaerythritol + 4 HBr ---> Pentaerythrityl tetrabromide ----> (+4 Na, -4 NaBr) spiropentane.
Great video!! I am a big fan!
Cool ! Literally ! Dry ice and acetone are rarely seen on utoob.
Nice to see you Active ;)
Not knowing for sure what the products are is the big PITA with OC.
Hasten the day when you can buy a $100 desktop NMR off ebay.
Those will be the days, maybe when I'm old :)
so cycloethane next or what 👀👀👀
Carbon 3c2e bonding to hydrogen.
cycloethane is ethene.
@@illya.ruslanovichshevchenk4106 I hate that but it checks out
You didnt sniff it?! Cyclic hydrocarbon smell comparison when?!
He must have smelt at least a few ppb, surely.
Good thing that it was not more - it's a potent anaesthetic.
Great video
Master of the Angry Triangle
very cool!
Thanks! I'm surprised to see you here, I love your channel!
@@TomsLab Thank you sir! your lab is very cool and organized lab! unlike me! great channel!
this is interesting keep it up
Very nice! How did it smell?
I try not to make a habit of inhaling organics, supposedly it's sweet smelling
Boiling poing? Freezing point? Are those tested? At least freezing point followed by refraction index?
quick checking, isn't if its one electron transfer to the other the arrow should be single hook arrow instead of double?
hi sir , i ask question please,you don't use (dry ether) in interaction why? i know wurtz reaction need dry ether . thank you
You gotta get back on the game tom we’ve gotta prepare for 100k subs
Is it possible to form benzene in a side reaction? Wen 2 Propene react to another? Im fairly confidend 3+3 is 6... or was it 2 times 3? Ah forget wat i sayed... cyclohexane is more likly to form... isnt it?
That was going to be my question too. I figured itd be more likely that another bromopropane would connect causing a bromohexane formation and then a cyclohexane.
I figure the products would order from hexane, benzene, misc base 3 alkanes, then your cycle propane.
Very cool. Well below 0.
Try making some carbon suboxide. Then add a double carbene to it! (CH2)
We need more cycloalkane chem
We really do :)
@@TomsLab spiropentane can be done easily - tetra bromination of pentaerythritol followed by cyclization using sodium and zinc
Why not NaK to instead of sodium?
nice video man keep it up!
plus you have some pretty nice glass really like it :D
mfg hazelChem
Can you make 1-mcp from this?
Not really, this would not be a good starting point.
Nice! You have a typo in the title...
Wow I can't believe no one else pointed that out to me, thanks!