Reactions of Epoxides

What are these funky little dunce caps with the pom pom on top? It's an epoxide! Three-membered rings are neat, and they do lots of stuff. Check it out.
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[@carrickperlinger4930]

No coincidence that you uploaded several new videos right before finals. You're the man Professor Dave.

[@ProfessorDaveExplains]

+Carrick Perlinger go get 'em, champ!

[@saranyachoosen3438]

Professor Dave Explains thank you so much love you from Thai medical student.

[@PunmasterSTP]

Hey I know it's been awhile, but I was just curious; how did your finals go?

[@PunmasterSTP]

@@saranyachoosen3438 I'm just curious; how did medical school go?

[@jeffaguinaga1447]

Thank you for the videos you put out. The content is much appreciated.

[@gautamchettiar4150]

This is by far the BEST explanation for mechanisms with epoxides I've ever seen!

[@nicolesammons1694]

I love your analogies! I can really picture it boinging :)

[@CharismaBonda003]

Quality organic content I've been needing for a long time now

[@meganp8766]

thank you very much! I really understood how you explained acid catalyzed nucleophilic substitution. Everything was just so clear.

[@Smyk-iw6qc]

Thank you chemistry Jesus! you always save me the night before exams

[@romainegaming9670]

Haha good one!! He surely looks like Jesus and is a blessing to Chem students as well!!

[@TinaOnEarth]

Thank you so much for your organic chem videos! I wish I had these when I was in undergrad. Currently going over O-Chem for my MCAT date which is in a few weeks. Can't wait to see what other videos you will make! :)

[@ProfessorDaveExplains]

thanks for watching! biochemistry is coming up very soon!

[@TinaOnEarth]

yippee! I'll definitely be on the look out!

[@gumroxmysox123]

@@TinaOnEarth are you a doc now?

[@PunmasterSTP]

Hey I was just curious; how did the MCAT go, and did you go to medical school?

[@ranahijawi1473]

I always sing along with the intro ^^ Thank you so much professor Dave :)! Your videos are very helpful

[@veganbackpacking-8559]

Same here! Although I play them at 1.25 speed so the tune in my head goes a bit faster than usual hehe

[@ixam.ronaldjose1510]

Dave,,your video is literally helping after 8yrs for JEE 2025 aspirants in India❤

[@Alchemist_171]

Prof. Dave is the savior. Take care professor.

[@PunmasterSTP]

Reactions of epoxides? More like "Ignorance has nowhere to hide!" Thanks again for helping to educate all of us.

[@liswat2524]

Thanks Dave,you saved my college organic chemistry midterm exam.

[@PunmasterSTP]

Did you take the final yet, and if so, how did it go?

[@lucky41210grl]

You have the best explication for mechanisms I have yet to find on youtube. Please do more alkene and alkyne reactions! I was looking for Simmons smith but you dont seem to have it uploaded :(

[@muditgaur2779]

Thank you sir ❤️❤️

[@nicolassardella7897]

Very helpful and well explained- thank you!

[@sikhasamanta2988]

Good sir ji , thanks for making my epoxide strong

[@mosuputsasuzanne3905]

Prof Dave .....thank you ,you're the best

[@Rania-vh7wg]

"Professor Dave", saviour's more like it.

[@SquatSimp]

Awesome as always, thanks Dave

[@xXRachelClaireXx]

Love you Dave!!!

can you please upload a video on claisen rearrangement? Please

[@quigleyscorner4881]

Actually, this is good presentation

[@ibsaelpolanco4486]

1:38 That's an amazing analogy what the heck

[@123mrtboy]

How come at 2:46 it doesnt attack the more substituted partially positive C and break the longer weaker bond like weve seen in other reactions?

[@andrewfall8550]

You are amazing!

[@sussushi]

so heres what i came up with to remember once the epoxy oxygen gets the positive charge from H+, it treats that positive charge as a crown, now that it is superior it demands only the electronically stable attack from the nucleophile

[@unknown-dt4ee]

Thank you sir...

[@dribrahimel-nahhal2477]

Great vid!

[@adedayoadeleke2790]

You are awesome. Thank you.

[@shakeel7157]

ohh you smart dave sir!

[@samsonmkwavi]

thanks

[@elenalandau1621]

At 5:43 what happened to the H that was attached to the HOCH3 that then became OCH3?

[@Hirschey24]

At 1:42, did you mean to say nucleophillic attack? My apologies if I'm wrong

[@ProfessorDaveExplains]

yikes! pretty egregious misspeak on my part! yes thank you for catching that.

[@Hirschey24]

no problem, thanks for being swift. I'm going to take my orgo 2 final in 1 hour and I didn't want any stone left unturned. Thanks for the video

[@BossRotah]

Very educating

[@faisalaljodaiby5050]

Thanks 😃 , i will

[@MartinLopez-lr9sj]

i swear you carried me thru ochem

[@danielgladish2502]

If you have, in that first reaction, -SCH3 as the reactant, how does the resultant alcohol get protonated?

[@kainaatnawaz]

Sir i want to know from which ingredients epoxy resin and hardner made of.i want to make at home from zero to start

[@ornizjquinonesrivera3695]

Professor Dave is the Jesus equivalent to Organic Chemistry. Professor if you care I need your opinion of The Computer Simulation theory that Elon and Degrasse believe. For me it is crap because that would suggest that coding aliens could be in a simulation too . So for me its crap and we are the result of random matter interaction. I hope this fuzz is not that odd to you. Beside all that crap I just want to say you are killing, it and thank you for real. We need more professors like you.

[@daringlybad]

I could be wrong but I think at 5:50 ish you messed up the stereochemistry as this would still be an Sn2 reaction even with the steric hindrance causing an inversion.

[@ProfessorDaveExplains]

that's not a chiral center so there's no inversion to show

[@jenthenomad]

ILY 💓

[@arikankoyoglu]

Thank you!

[@xgerbil3586]

Thank you sooo much!

[@victoriawahba9254]

I adore you, come teach at ucr, you'll be hired on the spot.

[@ProfessorDaveExplains]

what's that, UC riverside? a little far from LA but not physically impossible! ask your department if they'd want me to come by for a talk or review session or something.

[@lau870]

Professor Dave does configuration change on an epoxide between the oxygen and the new substituent?

[@DevashishGupta132435LC]

Please upload ethers also,i mean acyclic ethers reactions

[@Canaanabolaanan]

The "oxy anion" at 4:00 is more like an oxonium cation, no?

[@ProfessorDaveExplains]

doh! yes, you're right, i misspoke.

[@Jikaboob]

Hi Professor Dave! Thank you very much for your video (extremely helpful)! I was just had a question about about epoxides the acidic conditions section: If you have an acidic like h2so4 that can give off two H's, would the reaction proceed the same way as the examples you covered? Or would you have to account for the second H? Thanks much again!!

[@ProfessorDaveExplains]

no it'll be more or less the same, the second proton in sulfuric acid is only very weakly acidic and it also has nowhere to go once an epoxide is protonated.

[@taponkumarkundu3418]

sir please make a vedio about 'Carbenes'.

[@ProfessorDaveExplains]

I have two on carbenes already recorded and ready to release!

[@sinthusankar197]

Subscribed 🙏

[@Zhujiayi7]

So what exactly does the chlorine in mCPBA do? does it help the epoxidation in anyway?

[@moneyculture]

In a the synthesis of Epoxides (Alkene and Peroxycarboxylic acid reaction) why is the Oxygen of the OH Group "missing" electrons (as it is the electrophile)? This is written in my textbook and I dont quite get it. As always, big thanks for the great explanation :)

[@ProfessorDaveExplains]

i think it's really just thermodynamically driven due to the weakness of the O-O bond, C-O bonds are stronger so it's a trade to get to a lower energy

[@roshanabbas5896]

I'm here just for the intro XD

[@vidhyarthisunav]

Sir please consider addition of hydrazoic acid to methyloxacyclopropane. In this case, I think H+ will first protonate oxygen then azide ion will attack in a similar case when cleavage takes place in acidic medium, but I got confused, because azide ion is carrying a negative charge,hence it may be a good base too. One may consider it's attach on less hindered carbon too. What's your opinion..?

[@ProfessorDaveExplains]

ah interesting case. i know azides are good nucleophiles, so i would say it might attack, and we might go with the more hindered side given the electronics in the intermediate. but not sure!

[@vidhyarthisunav]

Thakyou for ur opinion...sir :)

[@vidhyarthisunav]

Sir can you tell me how cleavage will take place when a strong base is added to already protonated epoxide..?Will base go to more substituted or less substituted carbon..?

[@ProfessorDaveExplains]

well the problem is that the epoxide can't be protonated in strongly basic solution, it would do the acid-base reaction way before attacking a carbon. in basic solution there won't be protonation and the base will attack the less hindered side due to sterics, in acidic solution it will protonate and some nucleophile will attack the more hindered side due to the increased partial positivity.

[@faisalaljodaiby5050]

Can you explain the inductive effect please ?

[@ProfessorDaveExplains]

+Faisal Aljodaiby certainly, it's about electron withdrawing capacity through sigma bonds. whereas resonance redistributes electron density through pi bonds, electronegative elements like halogens can accept some electron density through sigma bonds. check out my practice problem on predicting the acidity of various carboxylic acids!

[@exchem9097]

Hi Sir, How about the reaction of HO-R + Epoxide ring + ammonia in water solution ? Is this possible?

[@kychemclass5850]

With 2 C's it's a prop?

[@yusufahmetbaranates]

CHEMISTRY JESUS

[@songohan393]

great

[@gargimukherjeem5787]

thnq very much sir bt I hv some doubt in the 1 st reaction the product became OH ..bt from where the H comes

[@ProfessorDaveExplains]

just from solution, a water molecule, or hydronium, depends on the conditions.

[@jaykemm3472]

Nice. - I can make a jug of kool aid all by myself.

[@callmejoh260]

No wayyy

[@kevingretsch393]

Hello, I'm wondering what the yellow to orange coloration is all about. What answer is there on that? For food chemistry, in the experiment, sodium sorbate is mixed with hydrogen peroxide and the solution becomes slowly discolored, after a few days it turns from yellowish to slightly golden yellow-orange, when I add hydrogen peroxide again, the solution decolorizes and then starts again. easy to turn yellow, after another few days. Why does the solution decolorize? Hallo, ich frage mich, was es mit der gelb bis orangen Färbung auf sich hat. Welche Antwort gibt es darauf? Für die Lebensmittelchemie, wird im Versuch Natriumsorbat mit Wasserstoffperoxid vermischt und es kommt zur langsamen Verfärbung der Lösung, nach ein paar Tagen wird es von gelblich bis leicht goldgelb-orange, wenn ich nochmals Wasserstoffperoxid hinzufüge, entfärbt sich die Lösung und fängt dann wieder an, leicht ins gelbe überzugehen, nach erneut ein paar Tagen. Warum entfärbt sich die Lösung?

[@danielohearn5408]

Who do you order your ionic solvents from?

[@ProfessorDaveExplains]

well i don't do any chemistry, but there are plenty of suppliers for labs and institutions, sigma aldrich, tons of others.

[@DevashishGupta132435LC]

Also upload reactions of Alcohols

[@ronitmandal7301]

Devashish Gupta a hey you're on grade up?

[@DevashishGupta132435LC]

Left it in Oct @Ronit