Synthesis of Cyclopropane by the Wurtz Reaction

Ғылым және технология

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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Пікірлер: 61

  • @Rhodanide
    @Rhodanide4 жыл бұрын

    Never trust triangles in chemistry. Unless Tom makes it. Then it's ok.

  • @RaExpIn
    @RaExpIn4 жыл бұрын

    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.

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    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.

  • @mr.unknown1070
    @mr.unknown10702 ай бұрын

    Every JEE Aspirant felt this video. Thank you Tom!

  • @afondlesballons881
    @afondlesballons8814 жыл бұрын

    That was pretty cool! Never saw a true Wurtz reaction on youtube. Well done

  • @Seorful

    @Seorful

    3 жыл бұрын

    What would be a false Wurtz reaction?

  • @afondlesballons881

    @afondlesballons881

    3 жыл бұрын

    @@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.

  • @Bludgeoned2DEATH2
    @Bludgeoned2DEATH23 жыл бұрын

    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.

  • @AugustusOakstar
    @AugustusOakstar3 жыл бұрын

    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

  • @MooreAnalytical
    @MooreAnalytical4 жыл бұрын

    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!

  • @oitthegroit1297
    @oitthegroit12973 жыл бұрын

    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.

  • @nyuh
    @nyuh Жыл бұрын

    This might be the most hilarious chemical reaction ever.

  • @AussieChemist
    @AussieChemist4 жыл бұрын

    good to see you back man

  • @clifford8497
    @clifford84974 жыл бұрын

    Great video, Tom! My favorite part was when you said “OK That’s Bubbling Quite a Bit!” This was a truly epic moment!!

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    Glad you enjoyed it! I put that part in special for you ;)

  • @clifford8497

    @clifford8497

    4 жыл бұрын

    Tom's Lab Thanks Tom! You’re so handsome 😍😍

  • @DogsaladSalad
    @DogsaladSalad4 жыл бұрын

    extractions & ire sent me here

  • @johnblacksuperchemist2556
    @johnblacksuperchemist25564 жыл бұрын

    WOW GREAT VIDEO.. I AM SO JEALOUS. I always wanted to do this experiment and the wurtz fittig. I never have any sodium.

  • @KowboyUSA
    @KowboyUSA4 жыл бұрын

    Another excellent video, Tom.

  • @californium-2526
    @californium-25264 жыл бұрын

    Finally, a reactive triangle on KZread!

  • @ibrahimdeniz7308
    @ibrahimdeniz73082 жыл бұрын

    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...

  • @danielmatias3929
    @danielmatias39294 жыл бұрын

    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.

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    That's very true, pretty sure that I'm an idiot :)

  • @ludwigludwig3515

    @ludwigludwig3515

    2 жыл бұрын

    @@TomsLab No. You are a good scientist. But sodium and pure halogen compounds can explode!

  • @homesynthesis
    @homesynthesis4 жыл бұрын

    so cycloethane next or what 👀👀👀

  • @californium-2526

    @californium-2526

    4 жыл бұрын

    Carbon 3c2e bonding to hydrogen.

  • @illya.ruslanovichshevchenk4106

    @illya.ruslanovichshevchenk4106

    3 жыл бұрын

    cycloethane is ethene.

  • @homesynthesis

    @homesynthesis

    3 жыл бұрын

    @@illya.ruslanovichshevchenk4106 I hate that but it checks out

  • @dalitas
    @dalitas4 жыл бұрын

    You didnt sniff it?! Cyclic hydrocarbon smell comparison when?!

  • @aga5897

    @aga5897

    4 жыл бұрын

    He must have smelt at least a few ppb, surely. Good thing that it was not more - it's a potent anaesthetic.

  • @aga5897
    @aga58974 жыл бұрын

    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.

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    Those will be the days, maybe when I'm old :)

  • @Neptunium
    @Neptunium4 жыл бұрын

    very cool!

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    Thanks! I'm surprised to see you here, I love your channel!

  • @Neptunium

    @Neptunium

    4 жыл бұрын

    @@TomsLab Thank you sir! your lab is very cool and organized lab! unlike me! great channel!

  • @rimpa9966
    @rimpa99663 жыл бұрын

    Woww soo nice. ...I'm enjoy it. ...sooo nice Mr. Tom

  • @lens3973
    @lens39733 жыл бұрын

    Great video!! I am a big fan!

  • @californium-2526
    @californium-25264 жыл бұрын

    Next, spiropentane. Pentaerythritol + 4 HBr ---> Pentaerythrityl tetrabromide ----> (+4 Na, -4 NaBr) spiropentane.

  • @-Kerstin
    @-Kerstin4 жыл бұрын

    Great video

  • @TheGayestPersononYouTube
    @TheGayestPersononYouTube4 жыл бұрын

    Master of the Angry Triangle

  • @horatioyen256
    @horatioyen2563 жыл бұрын

    this is interesting keep it up

  • @ryangibbons2687
    @ryangibbons26872 жыл бұрын

    You gotta get back on the game tom we’ve gotta prepare for 100k subs

  • @ClemoVernandez
    @ClemoVernandez4 жыл бұрын

    Very nice! How did it smell?

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    I try not to make a habit of inhaling organics, supposedly it's sweet smelling

  • @garthmcgibbon4285
    @garthmcgibbon4285 Жыл бұрын

    Try making some carbon suboxide. Then add a double carbene to it! (CH2)

  • @jamesg1367
    @jamesg13674 жыл бұрын

    Very cool. Well below 0.

  • @olivertoth6788
    @olivertoth67884 жыл бұрын

    We need more cycloalkane chem

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    We really do :)

  • @MandrakeFernflower

    @MandrakeFernflower

    3 жыл бұрын

    @@TomsLab spiropentane can be done easily - tetra bromination of pentaerythritol followed by cyclization using sodium and zinc

  • @aniksamiurrahman6365
    @aniksamiurrahman6365 Жыл бұрын

    Boiling poing? Freezing point? Are those tested? At least freezing point followed by refraction index?

  • @doodoobearlove
    @doodoobearlove3 жыл бұрын

    quick checking, isn't if its one electron transfer to the other the arrow should be single hook arrow instead of double?

  • @HazelChem
    @HazelChem3 жыл бұрын

    nice video man keep it up! plus you have some pretty nice glass really like it :D mfg hazelChem

  • @user-dq2ik1wv2l
    @user-dq2ik1wv2l2 жыл бұрын

    hi sir , i ask question please,you don't use (dry ether) in interaction why? i know wurtz reaction need dry ether . thank you

  • @zonex001
    @zonex0012 жыл бұрын

    Why not NaK to instead of sodium?

  • @hans429
    @hans4293 жыл бұрын

    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?

  • @davedoes1298

    @davedoes1298

    2 жыл бұрын

    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.

  • @HomemadeChemistry
    @HomemadeChemistry4 жыл бұрын

    Nice! You have a typo in the title...

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    Wow I can't believe no one else pointed that out to me, thanks!

  • @tp6335
    @tp63354 жыл бұрын

    Can you make 1-mcp from this?

  • @TomsLab

    @TomsLab

    4 жыл бұрын

    Not really, this would not be a good starting point.

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