7 SN1 vs SN2 Reactions
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- Опубліковано 5 сер 2024
- SN1 vs SN2 Reactions: Chad breaks down everything the undergraduate organic chemistry student needs to know regarding SN1 and SN2 reactions including substrate effects, nucleophile effects, solvent effects, and what makes a good leaving group.
You'll also learn "back-side attack" in the SN2 mechanism that leads to inversion of configuration when it occurs at a chiral center, and about the carbocation intermediate in the SN1 mechanism that leads to racemization when the SN1 reaction occurs at a chiral center. Finally, Chad concludes the lesson working several SN1 vs SN2 examples so that you clearly understand how to distinguish between SN1 and SN2 reactions in terms of the substrate, nucleophile, and solvent and presents an SN1 vs SN2 chart to help students remember how to determine which mechanism is more likely for nucleophilic substitution.
Happy Studying!
00:00 - Introduction to Nucleophilic Substitution Reactions
01:44 - SN2 Reactions
12:06 - Factors Affecting SN2 Reactions--Substrate Effects
17:33 - Factors Affecting SN2 Reactions--Nucleophile and Solvent Effects
25:03 - Factors Affecting SN2 Reactions--Leaving Group Effects
28:43 - SN1 Reactions
37:19 - Factors Affecting SN1 Reactions
45:20 - Carbocation Rearrangements in SN1 Reactions
52:43 - Unreactivity of Vinyl and Aryl (sp2) Halides
54:11 - Distinguishing Between SN1 and SN2
www.chadsprep.com/
I really hope one day you get all of the recognition you deserve. You deserve a nobel prize in teaching!
A nobel prize in teaching??!! Now that would be cool! Glad you're finding my lessons helpful!
Yes true
Sir your tutorials are really helpful 🙌 You make organic chemistry concepts really easy to understand 🤧. God richly bless you Sir 🙇. Oh yeah this is Mary from Zambia by the way😊
You did an ineffable work Sir you are more than the best. SURE SOLID
Can't leave without appreciating you Sir, thank you very much❤
you have literally been my saving grace this entire semester so far. without your videos i would be absolutely failing. thank you for explaining everything so clearly. somebody please give this man a million dollars because Lord knows you deserve it!!
Thank you, Zowie!
No doubt my OChem professor knows a lot about OChem, BUT knowing and having the ability to teach are two very different things. Chad, you absolutely HAVE BOTH! You know OChem so well that you can teach/explain it with such ease! Thank you so very much for explaining it in such a way students like me can understand it.
Thanks, N.C. - glad the channel is helping you!
Chad these are ridiculously helpful! My University OCHEM class seems to want me to question my sanity. Thankfully watching your lectures have saved my grade, career, and passion for science. Thanks a bunch!
Grade? Career? Passion for science? Sanity? Love it! Glad you're finding them helpful (and ridiculously so)!
I never comment on youtube videos but I just wanted to say I discovered your channel as it was recommended to me by a friend and wow. Your videos are so easy to understand and have helped immensely. Thank you for covering these topics thoroughly and concisely.
Glad you found the channel, lena nguyen!
The best teacher for organic I have found on youtube. You're amazing. Thank you sir!
Wow, thank you!
Yet again, thank you Chad! I have really been struggling with reaction mechanisms, and I feel like deepening my understanding of substitution reactions is going to be a big help! Onto elimination reactions!
You're welcome, Timothy - glad you are getting the help you need!
I have an organic chemistry test in three days and I've been struggling with these + E1/E2 reactions a lot but this really helped, thank u very much. U deserve much more hype and I really appreciate the effort you put into this.
Awesome Sedra! So glad you found this helpful as you prepare for your exam! Best wishes on your exam!🙂
idk why i'm paying hundreds for a class in person when you just clarified everything in a 1hr video that I've been struggling with for a week.
Glad it is helping you, Alexandra.
Thank you so much for this lecture. Distanced learning is hard and even more difficult with a Professor that can’t communicate organic chemistry as organically, as you do. I’ve learned quite a bit from your video. You truly made these concepts accessible.
You're very welcome Christian! I actually took the year off to devote more time to making videos with all the remote learning going on. I'm glad you found this video helpful even with its long length. I'm actually chopping it up into 3 separate lessons and should have them up early next week. Happy Studying!
i really hope you realize how amazing your work is and how you're helping people pass courses they're afraid of. gods work.
Always glad to hear how the channel and videos are helping folks - Happy Studying!
In love with your vids. I'm doing a post grad organic course now and the refreshers here are great. And I'm making some connections that I missed in earlier courses and it's fantastic!
Glad to hear it, Josh - good luck in all your studies!
I'm doing my MSc in biomed and mol sciences research at king's college london and I currently work for Medify, a company that offers preparation services for students that want to enter medschool in the UK. Naturally, I don't remember any of the org chem content from my undergrad so I watch your videos. Aside from them being the most helpful tool there is on the internet, it is also the most entertaining to watch. I died when you sang the SN1 song, and although this video was filmed a while back ago now, I wanted to say you are incredible. Thank you.
Glad the channel/videos are able to help you so much AND provide some entertainment. Much success in your future endeavors!
Thanks a lot for this wonderful lecture @Chad'sPrep!!! I really needed this for my school prep and you made it easier for me. Now I'm pretty confident about acing my tests :)
Glad it helped - hope you do well!
Feels like I found a goldmine for sure!!! Thank you so much for such clear explanations and great examples! My professor is not even close.
Glad you found the channel, James - Happy Studying!
This is amazing! Sometimes you just need someone else to explain it and you fit the ticket! I really appreicate all your work that you share
Glad the video helped, Margaret - Happy Studying!
👏 amazing, you organize your lessons incredibly well
Thank you!
My instructor has got a doctorate in chemistry , O Chem, and makes me wonder why she can't teach like you. I literally use your lectures instead of hers. God bless you and your family. this is my always- pray for you. I am from Iran , by the way and decided to study Nutrition.
Glad the channel is helping you - much success in your studies.
the song at 29:00 lol you deserve the world Chad, thanks for the lessons amd the entertainment too
You're every welcome Mohamed. Glad you liked the song and hopefully you'll like my new album that I'll release next week!
Ok, not really...no plans to quit my day job!😂😂😂
Chad you helped me both crush the DAT and helped me tutor others. Thank you
That's great, matt12721! Keep it up!
Hello Chad. Thank you for posting videos with you in front of a white board again. It feels like I am in a classroom and it really helps. Thank you.
Glad you enjoy it, Andrew.
@@ChadsPrep that I did. And because of that, I’ll be starting dental school in the Fall. I can’t thank you enough.
@@AndrewSBoston That is absolutely great news Andrew! Congratulations and best in dental school!
Thank u so.much, i need this discussion . God bless u so much Sir.
Awesome Alma and my God bless you in return!
thank you for existing and deciding to upload videos because you realized that organic chemistry is a delicate subject to teach and most instructors just mess it up
Hello Arman! Very happy to exist! And glad you find these helpful!
Thank you so much! great video! I am glad the DAT boot camp recommended you
🙂
at 17:00 when you are talking about beta branching, does the beta branching molecule undergo SN1 reaction instead through methyl shift or no? Thanks for the video
I'm starting university in a couple weeks and thought I'd check out something they don't teach in high school. I got everything except those last two, the answers make sense tho haha.
Wonderful teaching, loved every second of it, earned a sub!
Glad you found the channel, Limpid - Happy Studying!
شكرا استاذي ، كنت ابحث عن اجابة لبحثي و لقد عثرت عليها منك في هذا الفيديو ، استمر يا استاذي انا ادعمك ❤🎉❤❤❤❤
❤
Superb explanation! Thank you! Greetings from the alps
Glad it was helpful, Martin - you're welcome from Arizona, U.S.A.!
Thank you so much this video is highly appreciated especially with organic chem being so hectic and difficult to understand ❤❤
Glad the channel is helping you.
so fabulous, thank you!
You're welcome, Elsa!
such a great professor, thank you
You are very welcome Yash! Glad you found this helpful!
For the 4th example, can we draw SH on a wedge or a dash to show that it's a racemic mixture?
Chad you really are the best ! Because of you got an A on my ochem midterm
Great news and good job!
Super video! you got my sub!
Thanks for the sub - glad you found us!
Hahaha ill be repeating this song the whole semester :) Thank you so much professor
Glad to hear it!
thank you so much chad🎉 God bless you
Thank you - and you as well.
Thank you ❤ I loved the songs as well 😊
Glad to hear it, L Paulino!
I have my chem final IB exams in a few weeks and these vids are saving me !!! Thank you !!
You're welcome - hope you do well on your exams.
Hi mate, I'm going to be starting my post grad thesis and it will be largely to do with synthesizing organic compounds in the lab. Does your site have an advanced organic chem. video course that would serve this endeavor? Apart from theory, what worries me is the disconnect between text book knowledge and practical stuff in the lab😋 otherwise would you mind recommending something, also forums or platforms for discussing with students😊 thanks for your videos. I picked up dinner things here and there that were huge lightbulb moments after all these yrs of courses😁 you're a legend!
wow thanks for your work
You're welcome - Happy Studying!
You truly are amazing. You mad things much simpler for me. Unbelievable. nothing else to say.
Glad we can help you out, Adam - thanks for commenting!
literally the best!!
Thanks, Danait!
my dude either my professor sucks at her job or ur just amazing at yours. thank you so much !!!! you have saved my grade
Glad you found the channel, s sam - Happy Studying!
Amazing. Thank you
Glad you liked it!
Great
Really amazing explanation.
Thanks for saying so.
Thank you very much!
You're welcome, Lizz!
Question: Can SN1 reactions ALWAYS do front AND back side attack? So there would always be 2 product possibilities in SN1? or are there exceptions?
i have an exam tomorrow for orgo 1. I have been piously watching your videos, i will update on how i did! thank you for these..
Best of luck KY JESS and you're welcome!🙂
Thank you Chad!
You're welcome!
Chad, thank you man!
You bet, Nicholas!
Ive seen your gen chem videos and Im pretty sure within that category you have finished the series. Is it correct to assume that you're now starting to focus more on organic chemistry? I sure hope so. You're an excellent professor
Hello Norman! There's already a complete organic chemistry playlist as well (and general physics too). But students have requested video lectures using a whiteboard. My organic playlist was made using a tablet and a green screen so I'm going back and remaking them using a whiteboard. And I'm starting with the end of the semester topics for all the students who are now suddenly learning things online and wish they had a whiteboard lecture. Once I complete the end of semester topics for Ochem 1 and 2 I'll go back and finish the rest of the topics. But I'm doing the same for gen chem. It's been a few years since my original playlist and I'm updating the series and hopefully doing a better job teaching it. It isn't in front of students though (as we're all in isolation) so it may not be as engaging but it will still be a very clear and hopefully mildly entertaining presentation of the material. And the plan is to add some biochem this summer as well. Ok I'm going to shut up now! Happy Studying!
Chad's Prep I got a 91% on my ACS Exam. Thank you so much Chad! Keep doing you! You’re the best man!
This was super helpful for my orgo 1 class! Will you be posting one for e1/e2 as well?
Just posted it Jessica! Will be following it up with another for Distinguishing between SN1, SN2, E1, and E2 reactions. 🙂
@@ChadsPrep Thank you so much! Your videos are honestly super helpful, I used them for gen chem, gen physics, and now orgo! You really make everything so simple
Thank u so much u helped a lot
I really wish if u can add other courses
Glad it helped! I am constantly adding new videos so keep checking - and open to suggestions :)
thank you so so sooo much sirr you saved meeee!!!!!!
You're welcome, glad to hear it!
I love you so much CHAD. Thank you for giving me the ability to surpass my 40% class average
Glad to hear the channel/videos are helping you, Daniel - Happy Studying!
I really liked the little song!
😁😁😁
Very helpful
Thx
You're welcome and Thank You.
LOVEEE YOUUU
Glad the channel is helping!
1:00:40 Could you explain why the deprotonation occur in the ethanol? I know that the leaving proton would eventually bind with another ethanol in the solution resulting in CH3CH2OH2 (with a formal charge of +1), but I still can't seem to figure out the reason why. Is it because the proton repels the carbocation?
If you look at it in terms of energetics alone it won't make any sense. Having one protonated alcohol vs having another shouldn't make much of a difference in stability and energy. However, there are way more solvent molecules (ethanol) and therefore it is way more likely to end up as the species that is protonated. In a room full of myself and students I typically liken it to a game of 'hot potato.' If we are all passing around a hot potato who is more likely to end up with it: a student or the instructor? Well a student is more likely simply because there are way more students. Same thing here. There are way more solvent molecules than the product so they are more likely to end up with the extra proton. Hope this helps!
@@ChadsPrep I'm sorry, it hasn't still clicked yet. So with that analogy, are you saying that the protonation and deprotonation in the ethanols occur constantly throughout the solution even when they don't react with the substrates?
Thank allah
And Thank u so much u are a life saver
Glad the channel is helping you.
chad i owe you my life (but more literally my passing grade in organic :) )
Glad to hear the videos helped, peytini - keep up the hard work!
your goated my boy
Glad to hear it!
Really great from Bangladesh. I
hope one day I will meet you in USA in your classroom
Thanks and Happy Studying!
E1 mechanism is favoured as compared to SN1 mechanism rxn by branching at beta carbon for alkyl halide. Can you explain this statement.
First this is not something normally presented and not something I address in the video, but is definitely true! If you look at your carbocation, we already know that the more substituted it is the more stable it is and the more likely it is to form. However, the concept you mention is referring not to the carbocation itself (could be called the alpha carbon), but to the adjacent carbons (referred to as beta carbons). More "branching" at the beta carbon simply refers to having more substituted beta carbons (tertiary > secondary > primary).
A more branched beta carbon has two effects:
1) It hinders nucleophilic attack which hinders SN1.
2) It leads to the formation of a more substituted (and more stable) alkene in an E1 reaction thus favoring E1.
Ultimately, "beta branching" simultaneously reduces the likelihood of SN1 and increases the likelihood of E1.
Hope this helps!
You will not believe it!! I got an A for my ochem course T-T. Here's a virtual high five because your videos are awesome (I included a fist bump too if you're more of a fist bump person) 🖐👊
Both work - and congrats, HC - your hard work paid off - Kudos!
Brilliant
Thanks!
It's Beauty, it's grace
Indeed!
Cool!
Thanks
goated video.
Thanks and Happy Studying!
Is there any videos about tricky questions about E1 E2 SN1 SN2?
There are a few examples here: ua-cam.com/video/BRCfU-xk8cY/v-deo.html let me know if that helps!
i have my ochem final tmr and you saved my life
Thanks - Hope your final went well.
How did this dude know I don't get out that much, probably because I'm watching his youtube video trying to learn Ochem
Good luck in your studies, SmallNick!
My god this lecture saved me.
Glad to hear it helped you, Rania.
I once did a back-side attack with someone and made a new bond, but I broke another bond, and the leaving group left.
One could say that I'm a strong nucleophile.
I have organic exam tomorrow, thanks man
You're welcome - hope you do well.
Good lecture
Thank you.
But I have a question in major and minor product
Go ahead what's your question?
Saving me on test day XD
Exactly the purpose kmieko! Glad you're finding them helpful!
Is physics your fav subject or chemistry? I mean which one do you think you have expertise on? Pls reply sir
While I love physics, my favorite and the one I have more expertise in is definitely chemistry.🙂
@@ChadsPrep thanks for replying. These lectures are really helpful for IIT JEE ADVANCED exams. Wish you could put some video solutions of prev year questions.
I'll look into it Chotu as you're not the first to mention these exams. But I want to also make sure I'm not improperly posting any copyrighted info in the process. Best!
@@ChadsPrep No. You won't be breaching any copyright issues, respected sir. NEET and IIT exams are gov of india organised exams whose papers are available freely on public platforms and can be used by anyone. NEET is entrance exams for med undergrads and IIT for engineering undergraduates. Both exams have phy and chem as subjects. 😊Have a nice day sir
Thanks for saving me some research time Chotu! I'll look into it further!
"Not taking a vacation from carbs, like the Atkins diet" 🤣🤣🤣🤣
😁 😁 😁 😁
Love from India 🇮🇳
Thanks, from the US.
Mee too love from india
@@saniyaanjum6265 Thanks!
Or not... got me to subscribe lol...
Exclellent!
chad my chem jesus
Glad the channel is helping you.
@@ChadsPrep could you explain what does the curvy line means at 49:36?
@flaws9288 It means the bond could either be a wedge or a dash...it is a lazy way of representing two stereoisomers in a single drawing.
chaddddddddddddd
Hiiiiiiiiii.
Chad is such an amazing Orgo teacher that I'm tempted to accept Jesus Christ as my personal lord and savior. For real. The shirts are working.
Chad, you have a gift, and you're humbly using it to help as many people as possible.
*That* is the most important lesson I've learned from you.
Hi Kevin. Jesus is far better than anything you've seen on this channel. And an amazing thing is that he can be and wants to be known. Might I recommend picking up a bible (the book of John is a decent place to start) and stepping foot in a humble church if and when you are ready. My favorite shirt is the one that says "My God turns my darkness into light" and it's been 100% true in my life. Best wishes on your final exams and so much more...
@@ChadsPrepThank you, Chad, I will give John a read -- and thanks again for these videos, they are remarkably clear and concise. Now...back to finals!
here’s a fun drinking game play this video and every time he says cool take a shot👍
Just joking around btw great video and easy to follow!!
😃@@jakobgoss2399
what i wanna know is, who are the 18 people that dislike this video.
wow, this wasn't acctually that hard when you explained it. Teachers should just link your video
Glad the video was helpful, Edin!
Great video.
Thank you.
Glad you liked it!