NurdRage - 2018-02-18
In this video we make tertiary alcohols using the (in)famous Grignard reaction. Briefly, an alkyl halide is reacted with magnesium metal to form an organometallic alkyl magnesium halide. This is the grignard reagent. This reagent is then reacted with a carbonyl containing compound suck as a ketone, an ester or an organic carbonate to form a tertiary alcohol. The mixture is then reacted with water and titrated with acid to dissolve the magnesium hydroxides formed. Finally, the alcohol is purified by a series of liquid extractions and distillations. Related videos: Purifying and drying diethyl ether for use in grignard reactions: https://www.youtube.com/watch?v=EEXqjJd0Bak Making alkyl halides: https://www.youtube.com/watch?v=Ydn1D4FSqkc the dean stark apparatus: https://www.youtube.com/watch?v=jxgpLp279Yc Donate to NurdRage! Through Patreon (preferred): https://www.patreon.com/NurdRage Through Bitcoin: 1NurdRAge7PNR4ULrbrpcYvc9RC4LDp9pS Glassware generously provided by http://www.alchemylabsupply.com/ Use the discount code "nurdrage" for a 5% discount. Social media links: Twitter: https://twitter.com/NurdRage Facebook: https://www.facebook.com/NurdRageYoutube/ Instagram: https://www.instagram.com/nurdrageyoutube/
You always have to be very gentle to your Grignard. My organic chemistry professor recommends gently petting the Grignard before starting, works very well if the moon is in the right position
That comment made my day xD
and My professor said, to not bother with it: It's an asshole anyway. You can let it know, you hate it, before you started, it will hate you just the same (which covers with my own experience^^)
Next big project will likely be on making fuels.
I'm from 2019 here, he's serious about making gasoline from tetirary alcohols, infact just in the recent video he said it's almost ready. Could this be the newest way to make renewable gas...? Or is it going to be a NFL play by play. Find out next time, same bat place, same bat channel!
I'm working on a biodiesel synthesis. It's actually really easy. Just an ionic chemical catalyzed transesterification using methanol and castor oil. Sodium hydroxide as a catalyst. I have yet to see a proper chemistry video of it on Youtube just a bunch of hillbillys making it in gallon jugs.
Explosive fuels, please.
Just add Sodium to your gas tank.
@Stephen Jacks You got lots of options there mate. Anhydrous hydrazine is one of the more known ones. Nitromethane can detonate when mixed with a sensitizer. While it's not what you're looking for in terms of fuels, any explosive that's OB negative can act as a fuel. ETN is OB (oxygen positive) and PETN is OB negative so those two mixed together will create one of the most powerful and brisant melt castable explosives that amateurs can make with little equipment.
I was wondering where you got those huge chunks of ice from. Then I remembered: canadian winter.
Also known as just canada to those that live there.
Anyway, i occasionally run the few reactions i know how that are also exothermic, in the winter because its easier in this way. Its also a great time for crystallization from stubborn or dangerous solvants you don't want to put in your freezer.
Can you turn that into OMgBrO :D
ThAt'S PuRe GeNiUS.
medexamtoolsdotcom I'm diene
No I don’t think so, because magnesium is in group two and will attach two groups unlike group one. I think you could make mg(bro2)2 though.
@Alice Raspii r/whoosh
@Denton Unger Bromine dioxide is already a super unstable compound. The resonance hybrid contains a free radical which makes it super reactive. Also, attaching a metal to this non-sense would be impossible. Sorry to crush your dreams haha
i've been watching your vids for so long and never really understood what you're talking about but since i started college last fall taking gen chem and now organic chem; it feels good know like 1% of what you're talking about.
Rss Reader isnt complicated
I recommend the youtuber, Tyler DeWitt, he (for me anyway) makes things just click and make sense.
This channel and NileRed should do a crossover episode ~
Caju explosivo just don't that meme is dead and is cringey as fuck.
I think they might be the same person.
I don't believe it. NR aspect is very different from that of NR. OK, NR has never shown his face, but you can see the silhouette in the early QA videos, and after NR did a face reveal, I find it difficult that the two silhouettes coincide.
Abbreviations don't work when they are the same letters.
I actually did that on purpose!
Quote: "....I'm going to do some amateur research in creating potassium.." - Bro, i get it, you're way smart.
Great work, one trick I've learned to get a Grignard started is to add 2ml of your starting alkyl halide then cup the flask in your hand till you feel the flask starting to heat up and you get a very gentle reflux then proceed as normal.
Lifehack: a tiny drop of J2 helps to activate Mg in reaction.
You have some timing. I literally just learned about Grignard reactions in my OChem class.
oh man I've been waiting for this one, I'm excited
My man said, “chemical voodoo” lol
I remember when you upload a video where you show how to make potassium metal i never know if youtube or you got out the video, regards from Mexico
How do you think 2-methoxybenzylmagnesium chloride would react with acetone? I mean the normal way or there will be some rearangment?
Great chemistry! Thank you!
Even with holding da thing called phd this is always exciting! Wicked!
The legend is back!
#NurdrageforpresidentofEarth make it happen, Earth.
0:52 did you make that image? Pretty detailed. Very neat.
I did tri-phenylmethanol through Grignard reaction at university. I remember how sudden it starts to react, ether is boiling, spilling to condenser and you are changing heater to ice bath since reaction is quite exothermic )
This episode was amazing. Glad to see that you have been actively making videos since the last episode. You sure put a lot of work into this one.
I think it would be great if you could do a video with illustrations explaining for dummies how the laboratory glassware you use work. Also a "ELI5" on chemical notation or at least color code your illustrations so I have a chance of understanding what squiggly line is what compound. :D
Hindered alcohols, turpentine (can distill alpha-pinene). Pinacol reaction (with Mg), reduce ketone, hindered sec alcohol. Still think you need triglyme.
What is it with youtube chemists and the word anyway?
Anyway, great video.
For the prodigal Son Returns
DILLY! DILLY!
I love these videos.
Very very good to see you posting tutorials again. Missed you man, missed you
Right on. I've been waiting for someone to take this on. Perhaps you'll answer all of our speculations once and for all. I'll be looking forward to the alkalai metals video.
hi i am 13 and when I grow up I want to become an electrochemist so is it ok to do some more videos on electrochemistry?
we were taught at school that you need to add a little bit of I2 to start reaction between magnesium and alkylhalogenide.
The best Grignard video I've seen in years! Here in Argentina it is almost impossible to make Grignards, so I have seen such an incredible video that it almost makes me feel what it is to make one,i whanted to do these reaction for years now !! But the research lab where im added does not do these reaction so often. Thanks for this super long and amazing chemistry video :)
I did this in college lab a few months ago, i made 2-methyl-2-hexanol
Grignard reaction rules
n i c e
Really putting that heating element to work there!
Still working on knowing enough to understand the entirety of your videos... seems it'll take me a while
Amazing video , nurdrage is back !
Warning: magnesium is awsome and is great on spagetti.
Great video. I know that the vapor pressure of these large alcohols should be low but do they smell like something at all?
Dropping tiny bit of iodine seems to activate rxn really well for me, produced so magnesium iodide also removes that last traces of water.
Great vid thanks for posting!
Greetings, fellow nerds.
Can you try doing a barbier reaction?
Steam distillaaaation!!!
you forgot the most important application of the grignard reagent. Teaching second years to clean their fumehood^^ man we all hated the grignard reaction^^
A method that doesn't use fire is better?
Guess we see things differently here.
As long as you like explosions too :)
You can also add a pinch of iodine into the reaction mixture to kickstart the grignard reagent reaction, that way the waiting period wont be that long and the risk of thermal runaway is lower.
I love your channel. Nilered and ChemPlayer are fantastic, but I love how you explain things practically. Would you consider doing a whole video devoted to workup schema, especially when one is going into uncharted territory?
Love all your video's
WOOO EARLY
Wow, that's a LOT of content, could have easily been like three separate less insanely dense videos IMHO. Great stuff!
Make a video on how to recover all the bromine...
not really worth it. it's cheaper just to buy more sodium bromide.
[zz38x34] - 2019-03-23
When you take organic chemistry and actually understands what he is doing!!!!