16.5 Diels-Alder Reactions | Organic Chemistry

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.

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

[lexrae]

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.

[tamarinds]

God bless you Chad. I've been telling all my fellow Organic Chemistry students about your channel. I think my favorite thing about your channel is that you go section by section! That is unbelievably helpful. Thank you

[robertluca]

Your circle method for determining stereochemistry is LIFE CHANGING. THANK YOU

[angelteixeiradasilva]

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!

[katlegomkay]

After all the struggle😅, you simplified this topic in less than an hour. Thank you🙏

[laylaeddinson]

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.

[JasonLeon-baybeeee]

Chad your work is so helpful. You make seemingly complicated concepts simple enough to to understand. Thank you Chad!

[d]

this is a very helpful video, clarified this topic well, literally covered 5 lectures for me. Thank you so much for making this.

[noraasker]

Thank you so much for the great videos! One of the most in-depth and well-rounded orgo channels on youtube!

[katiaschmidt]

Thank you so much for making such in depth videos explaining these abstract concepts. Your videos are getting me through organic chemistry! Thank you ❤️

[hudavid]

Most helpful explaination I've ever found. Thank you so much Chad.

[isaiah]

So many jewels in this one video. Thank you so much!

[bosspink]

Thank you so much for this!! Please keep posting! This helped me a lot!!!

[ohitsbaby]

Wow you deserve a the world for this channel 👏 thank you so so much

[nicolediaz]

Really wish you were my professor!!!! Thank you so much for the great explanation!!

[dr.ftty]

God bless you fr fr gang. I understood it before this video but now I can retain it after this vdieo, 'preciate you gang!!!

[TheIzaya]

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

[ellatimm]

Great video!! Aligned with my professors lecture perfect

[brockbarthol]

Dr. Chad, it would awesome if you came to teach at Creighton! Thanks for all your help, you are a lifesaver!

[shritikapokharel]

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!!