7.1 SN2 Reaction | Organic Chemistry
Chad provides a comprehensive lesson on the SN2 reaction, a bimolecular substitution reaction. He begins with a description of the anatomy of a nucleophilic substitution reaction specifically identifying the role of the nucleophile and the leaving group. He then provides an example of an SN2 reaction covering both the SN2 mechanism (back-side attack) and the 2nd order rate law describing how the sn2 reaction rate is proportional to both the concentration of the nucleophile and the concentration of the substrate. He then explains how back-side attack results in inversion of configuration (aka Walden inversion) and shows the transition state associated with the SN2 reaction.
Chad then moves on to explaining substrate effects, how less substituted substrates are more reactive and includes a brief discussion of beta branching. He then describes nucleophile effects, how a strong nucleophile is required for SN2 reactions, and how to identify strong nucleophiles. He also covers trends in nucleophile strength in both polar aprotic and polar protic solvents. He then describes the preference for polar aprotic solvents for most SN2 reactions and lists several examples of both polar aprotic and polar protic solvents. Chad concludes the lesson with a discussion of what makes a good leaving group and identifies several good leaving groups including many halogens and sulfonate esters (OTs).
If you want all my study guides, quizzes, and practice exams, check out my premium course at www.chadsprep.com/organic-che...
00:00 Lesson Introduction
00:59 Introduction to Nucleophilic Substitution Reactions
02:08 SN2 Reaction Mechanism and Rate Law
08:16 Walden Inversion and Back-Side Attack
09:44 The Transition State in SN2 Reactions
12:31 Substrate Effects on SN2 Reactions
16:12 Beta Branching in SN2 Reactions
17:57 Strong Nucleophiles in SN2 Reactions
19:21 Trends in Nucleophile Strength in Polar Aprotic and Polar Protic Solvents
24:19 Polar Aprotic vs Polar Protic Solvents in SN2 Reactions
25:27 Good Leaving Groups in SN2 Reactions
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Пікірлер: 56
You taught me about chemical bonds, Acids, formal charges etc while studying in my home country. Now I am a 2nd Year Pharmacy student, still here. Thanks a lot. COOL!
@ChadsPrep
2 жыл бұрын
Glad to hear it, Wayne - keep up the hard work!
@ShivamTiwari-tt2gv
Жыл бұрын
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Thank you for everything!! I got sick for a couple days and it was enough to make me fall behind during the hardest part of the course. I've been working every day to catch up and it's only possible because of your videos. You're an excellent teacher and thank you for sharing your videos for free. I might end up grabbing your premium course for the rest of the semester... I just wish I had started with your premium course from the beginning of the semester!!
@ChadsPrep
9 ай бұрын
Glad the channel is helping you out - I hope you are able to recover and get back on track. Happy Studying!
I’m doing my pre medical program and have come across your videos recently. Life changing videos u’ve got. Let’s get through this final stage together!!!!🙌
@ChadsPrep
Жыл бұрын
Glad you found us - Happy Studying!
God bless you. That’s all I can say! You’re my savior!
@ChadsPrep
Жыл бұрын
Glad you found the channel!
One of your best videos I've seen, thanks Chad!
@ChadsPrep
Жыл бұрын
You're welcome and Thank You!
thanks man, I know you probably hear it alot but these videos are really helpful and I appreciate you making them.
@ChadsPrep
Жыл бұрын
I'm glad to hear it every time, Will - always good to hear students benefit from the videos. Happy Studying!
My fave professor! So happy to have found you! I have purchased the premium bundle and it is AMAZING
@ChadsPrep
3 жыл бұрын
Awesome Alyssa and I'm glad you're enjoying the Ultimate Bundle! It is truly amazing that technology makes it possible to deliver so much value for such a low price. I can't imagine what learning in a pandemic would have been like even 10 years ago. Happy Studying!
Thanks so much Chad!! Really appreciate it!
@ChadsPrep
2 жыл бұрын
You're welcome, Timothy!
I can't thank you enough, this was so much helpful🙏
@ChadsPrep
Жыл бұрын
Glad to hear it!
Nice video Please also mention the effect of electron withdrawing grp such as phenyl carbonyl group that increase the rate of reaction As transition state becomes more stable
You’re better than my professor! Really clear demonstration! Thanks
@ChadsPrep
8 ай бұрын
Very welcome
Your an awesome teacher.. just saying.
@ChadsPrep
3 жыл бұрын
Thanks DS! Glad you're finding these lessons helpful!
I wish you could be my professor omg! helped me through all my chem classes
@ChadsPrep
3 жыл бұрын
Glad you find the videos helpful, Seda - Happy Studying!
Thank you teacher .you are perfect 👌🏻🌸
@ChadsPrep
2 жыл бұрын
You're welcome - thank you!
This was great!
@ChadsPrep
4 ай бұрын
Thanks for saying so!
You are amazing Sir!
@ChadsPrep
8 ай бұрын
Thank you kindly!
Hi Chad, thanks for all you do. Quick question, what is the difference between this orgo playlist and the other one (the first video of chapter 7 in this playlist is called "7.1a introduction to sn2 reaction". Thanks!
@ChadsPrep
3 жыл бұрын
Hello Allan! The largest difference is the format. I'm using a whiteboard in these whereas I used powerpoint and a green screen in the old playlist. Many requested using a whiteboard. Outside of that there are some small differences in content here and there and I've broken up the material differently as well. For example here I cover SN2 reactions all in a single lesson that is close to 30 minutes long, whereas in the old playlist it is covered in two lessons totalling roughly 22 minutes. With writing everything out on the whiteboard the new playlist tends to be a little longer in duration as well. Hope this helps and Happy studying!
@allan7720
3 жыл бұрын
@@ChadsPrep Thanks! I literally just subscribed to the ultimate orgo course on your site.
@ChadsPrep
3 жыл бұрын
@@allan7720 Awesome! Be sure to begin by downloading the study guides before you begin a chapter and the Complete Reaction Summary. Then take full advantage of the quizzes, chapter tests, final exam rapid reviews, and practice final exams. Happy Studying!
i love you chad
@ChadsPrep
4 ай бұрын
Glad the channel is helping!
G.O.A.T.
@ChadsPrep
3 жыл бұрын
Thanks Jake and Happy Thanksgiving!
Sir we commonly say that a weak acid has a strong conjugate base .....as well as nucleophilic strength of a nucleophile is also decided by how much weak acid is using in the reaction ...... When we use KOH in the presence of water, major product is due to substitution reaction ......while KOH in the presence of Alcohol reaction shifts towards elimination reaction .....it means in water a good nucleophile is produced but in alcohol a good base is produced.....in both cases alcohol is slightly acidic than water ....is it the peculiar behavior or my concept about strength of base and nucleophile is wrong? Looking for your guidance thank u
why isn’t there a SN reaction video?
@ChadsPrep
9 ай бұрын
do you mean SN1?
i love you
@ChadsPrep
8 ай бұрын
Glad the channel is helping you!
Why did you not put Br or NaBr as a product?
@ChadsPrep
7 ай бұрын
Hey Julia - in which reaction (can you give the time in the video)
Trigonal planar? I think it’s more trigonal bipyramidal
@carluy7351
10 ай бұрын
I think since it's a transition state, it is trigonal planar as the molecule is still in the process of switching bonds, per se.
@realcirno1750
9 ай бұрын
the carbon is approximately sp2 hybridized so its trigonal planar
At 7:50 you said "cut their volume in half", but you meant "cut their concentration in half"...
@ChadsPrep
9 ай бұрын
I definitely meant volume - if we increase the volume of acetone the solvent it changes the concentration by diluting it
@nilsnickname4455
9 ай бұрын
@@ChadsPrep Thanks for answering! In the video you are telling "... And when you just double the volume of solvent, but kept the numbers of moles of these constant, you just cut their volumes in half." But thats wrong, because you don't cut their volumes in half when diluting, but you cut their concentrations in half.
i became a pharmacist because of you now . How can i thank you
@ChadsPrep
3 ай бұрын
I think you just did!