16.5 Diels-Alder Reactions | Organic Chemistry
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- Опубликовано: 6 июл 2024
- Chad provides a comprehensive lesson on Diels-Alder reactions, a concerted 4 + 2 cycloaddition reaction. He covers the reaction mechanism and shows how to predict the relative reactivities of dienes and dienophiles. He then describes and demonstrates both the stereoselectivity and regioselectivity observed in Diels-Alder reactions. Chad then shows examples of how Diels-Alder reactions with cyclic dienes result in bicyclic compounds and how the Endo Rule describes the stereoselectivity in such examples. Finally, Chad covers the conservation of orbital symmetry, showing how the symmetry of the HOMO of the diene and the LUMO of the dienophile match which makes Diels-Alder reactions symmetry allowed.
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00:00 Lesson Introduction
00:43 Introduction to Pericyclic Reactions
02:18 Introduction to Diels-Alder Reactions
04:50 Relative Reactivities of Dienes
11:29 Relative Reactivities of Dienophiles
13:04 Stereoselectivity in Diels-Alder Reactions
19:06 Regioselectivity in Diels-Alder Reactions
29:19 Diels-Alder Reactions with Cyclic Dienes
41:24 Conservation of Orbital Symmetry
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Chad is rad. Chemistry makes me sad but Chad makes me glad. Because of chad, I'm gonna be a college grad. Thank u Chad.
Your rhymes make me glad, not sad, nor mad but happy for the future rad-glad-lex rae-grad!
What a poem
Your circle method for determining stereochemistry is LIFE CHANGING. THANK YOU
Glad you think so, Robert - you're welcome!
I hate how you don't pop up at the top of youtube searches, but I managed to find one of your videos and am glad to be back. You explain these concepts so well and they are a great refresher of concepts. I can't wait to be back when I prep for my DAT. Thank you!
Glad you are here - Happy Studying!
After all the struggle😅, you simplified this topic in less than an hour. Thank you🙏
Glad to hear - Happy Studying!
Thank you so much for taking the time in making these helpful videos. You really make ochem less daunting. I'm looking forward for the next few video lessons on this topic.
Glad you find the videos helpful, Layla - hope you keep enjoying them!
Thank you so much for making such in depth videos explaining these abstract concepts. Your videos are getting me through organic chemistry! Thank you ❤️
Glad they are of such benefit, Katia!
Thank you so much for the great videos! One of the most in-depth and well-rounded orgo channels on youtube!
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Most helpful explaination I've ever found. Thank you so much Chad.
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Chad your work is so helpful. You make seemingly complicated concepts simple enough to to understand. Thank you Chad!
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Thank you so much for this!! Please keep posting! This helped me a lot!!!
Glad to hear it, Harish - new videos coming out all the time!
Thank you so much for these videos! I've been using them since ochem 1 and when we had to go online and this series here is GOLDEN! Keep up the amazing work :3
You're welcome, Thelzaya100 - glad you the videos are helping!
this is a very helpful video, clarified this topic well, literally covered 5 lectures for me. Thank you so much for making this.
Glad it was helpful, Samira, and thanks for your comment!
And btw Samira. I don't know if you're class is covering the pericyclic reactions in general but the next three lessons which will be released over the next few days will be over cycloaddition reactions, electrocyclic reactions, and sigmatropic rearrangements. Again, glad you found this helpful!
@@ChadsPrep Hi Chad, yes the next lectures would by on heterocycle reactions and the topic you just mentioned are already covered too, I'm waiting for your new releases.
Really appreciate your time and videos.
👌🏻👌🏻👌🏻😊
So many jewels in this one video. Thank you so much!
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Dr. Chad, it would awesome if you came to teach at Creighton! Thanks for all your help, you are a lifesaver!
Wow you deserve a the world for this channel 👏 thank you so so much
Very welcome.
This is super informative, engaging and fun! I like the relatively fast pace (compared to my professors') and love your enthusiasm! Subscribed! :)
Glad to hear it, xiaoxiaoman00 - thanks for the sub and Happy Studying!
Great video!! Aligned with my professors lecture perfect
Glad it was helpful, Ella - Happy Studying!
Thank you so much for all your help!!
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Thanks Chad, Amazing video
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Really wish you were my professor!!!! Thank you so much for the great explanation!!
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Thank you, Chad!!!
Most welcome, Nicholas!
amazing explanation! you got me an A in orgo I, and i hope you carry me through with an A in orgo II as well!!
Glad to hear it - keep up the hard work and you will succeed!
I LOVE CHADS PREP
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thank you for the lecture!
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God Bless you Chad
Thank you and you also - Happy Studying!
Really appreciate you ❤
And we appreciate you :)
Dude dude dude you are really good
Thank you!
Thank you! This was very helpful
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Better than any prof I've had
Thanks so much!
truly life saver thanks
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very clear explanation
Great!
you are fantastic! thank you
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Thank you soo much Sir for your effort lecture was fabulous 💫💫💫
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Hey Chad. I have my first exam tomorrow for ochem 2 and I just wanted to thank you again you videos help me so much last semester, I thought I was going to fail ochem 1 but I ended up getting a B+. Hopefully going to get an A this semester!
Glad the channel is helping you out - all the best and Happy Studying!
Thank you.
You're welcome.
amazing vid thx
You're welcome, Neal.
Around 36:47 wouldn't you rotate the dienophile to have the carbonyl groups on the LHS for the endo rule? I'm just a bit confused. But overall great video.
Thank you, god pless you ❤
Thank you and you too!
the goat🐐
Thanks!
I have a question, how do you know when to flip the dienophile? or it has to do with the resonance?
I believe you're referring to the regioselectivity of the reaction which is related to some resonance considerations and is covered beginning about 19:00. But ultimately, you are trying to avoid 1,3 relationships between an electron-donating group on the diene and an electron-withdrawing group on the dienophile. We often 'flip' the dienophile to avoid these 1,3 relationships. Hope this helps!
graet sir ...love u
Excellent!
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