13.6 Ring Opening of Epoxides | Organic Chemistry
Chad provides a comprehensive lesson on the Ring Opening of Epoxides. This can be done under two conditions with varying regiospecificity, and ring opening in the presence of a strong nucleophile is covered first (sometimes called base catalyzed ring opening of epoxides), while acid catalyzed ring opening of epoxides is covered second. Chad concludes the lesson by providing an example of Grignard addition to an epoxide.
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00:00 Lesson Introduction
00:26 Ring Opening of Epoxides with Strong Nucleophiles
3:17 Acid-Catalyzed Ring Opening of Epoxides
8:39 Grignard Addition to Epoxides
Пікірлер: 55
That might have been the best chemistry lecture I ever had. You are genuine, funny, interesting and straight to the point. Thank you for your excellent teaching sir, it helped me tremendously
@ChadsPrep
3 жыл бұрын
You are very welcome, MangeUlver - thank you for saying so!
Idk what it is about these videos but they make so much sense
@ChadsPrep
Ай бұрын
Glad they do!
Thank you so much! This was the best lecture on ring opening of epoxides that I've ever seen.
@ChadsPrep
2 жыл бұрын
You're welcome, Rajika Robinso - glad it helped!
Thank you so much! I've been scratching my head for an hour with two different textbooks but this sorted it all out clearly. Ur amazing!
@ChadsPrep
2 жыл бұрын
Glad you found the channel and the video so helpful, Amal Gregory - Happy Studying!
You explained this concept so well! Thank you.
@ChadsPrep
2 жыл бұрын
You're welcome!
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@ChadsPrep
Жыл бұрын
Thank you, from U.S.A. - Happy Studying!
This is the best breakdown of epoxide reactions online
@ChadsPrep
2 жыл бұрын
Glad to hear it, Emilio!
this was so helpful! great video
@ChadsPrep
3 жыл бұрын
Glad you think so, Cararose - thanks for commenting!
Thank you-this helped me so much!
@ChadsPrep
3 жыл бұрын
You're welcome, Kanchan. Thank you for the feedback.
What would happen with the methyl group during the ring opening if it was neither dashed nor wedged from the start? Would it remain unchanged at the end of the reaction or would it become dashed or wedged?
Amazing lecture sir, thank you
@ChadsPrep
2 ай бұрын
You're welcome and Thank You.
Absolutely worth it 👍
@ChadsPrep
10 ай бұрын
Thank you
thank you very much for great lecture
@ChadsPrep
Жыл бұрын
You're welcome.
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@ChadsPrep
3 жыл бұрын
Thanks, Stephen!
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@ChadsPrep
Жыл бұрын
You're welcome!
This is the video that made me subscribe
@ChadsPrep
Жыл бұрын
Welcome to the channel :)
Thanks alot sir!
@ChadsPrep
Жыл бұрын
Very welcome.
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@ChadsPrep
2 жыл бұрын
Thanks and you're welcome!
hi! what happen to the H2SO4 number 2 example?
@matthewclaveria8348
7 ай бұрын
It was just used to protonate the alcohol (CH3-OH)
I have a question, so idk if this is just a professor preference thing but for acid catalyzed ring opening my professor has the CH3OH on the top and then HCl (cat) on the bottom. So I was wondering of the placement of this means anything at all or if it doesn’t matter. Because your way makes a lot more sense.
@ChadsPrep
3 ай бұрын
Do you mean above/below the arrow? There is no set rule, but the reagent tends to be written above the arrow and anything else, solvent etc below.
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@ChadsPrep
2 жыл бұрын
THANKS!
Why would the positively charged pronated epoxide not first lose the bond to the carbon to become neutral and causing a full carbocation on the tertiary carbon. Then the weak nucleophiel could attack either side like a typical SN1 reaction. Why does this not happen?
@ChadsPrep
6 ай бұрын
Hey there, I mention a few times in the video that it can occur in an SN1 type reaction, where the O-C bond on the more substituted side will be longer and weaker than the other side (as if the ring were starting to open in that way before the nucleophile attacks) leaving a more positive tertiary carbon.
I’ve a doubt, what happend with H2SO4?
@matthewclaveria8348
7 ай бұрын
H2SO4 was just used to protonate the alcohol (CH3-OH), I assume it can also activate the epoxide without having to protonate the alcohol first but both scenario works.
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@ChadsPrep
10 ай бұрын
Trying....not....to....comment....CAN'T!! 😀 😀 😀
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@ChadsPrep
4 ай бұрын
Welcome back and Happy Studying!
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@ChadsPrep
Жыл бұрын
If you mean by rubbing my head that you watch every video 3 times, then GO FOR IT! 🙂
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@ChadsPrep
10 ай бұрын
Thanks!