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SN2 SN1 E1 E2 Reaction Mechanisms Made Easy! 

The Organic Chemistry Tutor
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This organic chemistry video tutorial provides a basic introduction into SN2, SN1, E1 and E2 reaction mechanisms. It provides a chart to determine which reaction mechanism will yield the major product given a particular alkyl halide or substrate. This video discusses the stereochemistry of some of the products as well as any carbocation rearrangements that may occur such as methyl shifts and hydride shifts. This video contains plenty of examples and practice problems.
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27 июл 2024

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Комментарии : 176   
@TheOrganicChemistryTutor
@TheOrganicChemistryTutor 2 года назад
Organic Chemistry PDF Worksheets: www.video-tutor.net/orgo-chem.html Full-Length Exams & PDF Worksheets: www.patreon.com/MathScienceTutor/collections Access The Full 1 Hour 34 Minute Video: bit.ly/3kDe8P2 SN1 SN2 E1 E2 - 4 Hour Test Review: bit.ly/3Bt4ghw
@iKurtle
@iKurtle 2 года назад
It is one of the greatest gifts we have in our modern technology era to be able to teach millions (probably closer to billions at this point) a variety of subjects with the level of mastery you possess... and for the most, part free of charge. You are simply the best.
@floufay5209
@floufay5209 2 года назад
It’s actually kind of sad that this guy can teach me in 40 minutes what takes my profs 3 hours… love the conciseness
@anj7108
@anj7108 2 года назад
Some people are natural teachers and most professors aren’t
@lesliesanchez6811
@lesliesanchez6811 Год назад
paying someone who’s not even doing there job. it’s disappointing but that’s how life is now :(
@learnchemistrytactics4778
@learnchemistrytactics4778 Год назад
Indeed he is good teacher. But you can learn from it because you have some basic knowledge about it.
@Grak70
@Grak70 Год назад
The other 2 hr and 20min is explaining why all this shit happens. This is just a cheat sheet. Useful yes. But if you don’t know what E2 means, it’s useless.
@JackAidenMarch
@JackAidenMarch 9 месяцев назад
@@Grak70 except in those two hours and 20 mins he ain't explaining shit. Just rambling on expecting it to click in our brains.
@zokeyberry4063
@zokeyberry4063 3 года назад
i appreciate all your work and effort into these videos. I tend to fall behind a lot in classes, so this is great for me to study with. Very much appreciated. Hope you see this. Keep uploading, your helping people all around the world. ♥️ty.
@yaoibookclub1003
@yaoibookclub1003 7 месяцев назад
i miss when this was just nomenclature
@gazmodius
@gazmodius Год назад
Wow I can't believe how time flies. I remember watching the organic chemistry tutor for algebra II in highschool and now I'm actually taking organic chemistry and still watching. you are the #1 GOAT channel
@norainnoflowers1551
@norainnoflowers1551 2 года назад
I have an orgo chem test in 2 days, and I work a full 8hr shift in between, this is an INVALUABLE review session!!!
@PunmasterSTP
@PunmasterSTP Год назад
How'd your test go?
@norainnoflowers1551
@norainnoflowers1551 Год назад
@@PunmasterSTP I got a 76 for the final (which was WAY better than what I was expecting) and I passed the class _with a B!!_ 😊😊😊 not a terribly high one, but I wouldn’t have been able to even have half a shot at passing without his videos!
@PunmasterSTP
@PunmasterSTP Год назад
@@norainnoflowers1551 I'm glad to hear that!
@reference_realistic
@reference_realistic Год назад
And I'm glad to read these comments 😃
@peacefulnesstube6983
@peacefulnesstube6983 Год назад
This is the most helpful video I've ever watched so far. We can't thank you enough man. Our professor took him a month to teach us those and you just taught us those mechanisms in 38 minutes
@fabricioaliendre761
@fabricioaliendre761 Год назад
Ya I'm convinced I owe you all of my tuition. You taught me more in this 38 minute video than my prof did in 1.5 months
@PunmasterSTP
@PunmasterSTP Год назад
SN2 SN1 E1 E2? More like "Super great amazing lectures for you!" The chart as well as the entire rest of the video was solid gold, and judging by the comments, you've already helped countless people, myself included.
@dinohall2595
@dinohall2595 2 года назад
Me who's not even taking organic chemistry: I like your funny words, magic man.
@dianavanwinkle2299
@dianavanwinkle2299 12 дней назад
Me, except I am taking organic chemistry… for the second time.
@viomomo
@viomomo Год назад
This was amazingly well done! I could follow along easy when I've been struggling to find material to learn these reactions with.
@emilycaminiti4696
@emilycaminiti4696 2 года назад
Thank you so much for this. I needed some refresher courses for a standardized test I may decide to sit for.
@PunmasterSTP
@PunmasterSTP Год назад
Hey I was just curious. Did you decide to take that standardized test?
@naudsonmedeiros3748
@naudsonmedeiros3748 3 года назад
Thank you for the videos. You save lives Man. Thx
@NiShi87
@NiShi87 2 года назад
This video is very useful to me , thanks a lot.
@footballimpulse9399
@footballimpulse9399 3 года назад
Thank you I've been waiting for this lesson
@annawhyte5890
@annawhyte5890 3 года назад
Right on time, thank u so much
@petevenuti7355
@petevenuti7355 2 года назад
I was just about to try and make a chart like this as a reference to look back to while watching his other videos!
@midaspool6229
@midaspool6229 7 месяцев назад
One of your best video's imo. Not the easiest subject, but you explain it so clearly! I'm half way of the first year of my bachelor, and for literally every subject I've had so far your video's came in handy. Thank you so much!
@aimeeishimwe2948
@aimeeishimwe2948 Год назад
Just what I needed! thank you
@govindrajpv159
@govindrajpv159 3 года назад
Best video ever on This mechanism
@rolakeomi6888
@rolakeomi6888 3 года назад
Thank you i have an exam today so this couldn't have come at a better time! God bless you.
@PunmasterSTP
@PunmasterSTP Год назад
I know it's been a year, but how'd your exam go?
@buqbooQ
@buqbooQ Год назад
@@PunmasterSTP i know it's been 8 months, but how'd your exam go?
@PunmasterSTP
@PunmasterSTP Год назад
@@buqbooQ I wasn’t actually in a class, I just tutor some people in various subjects and come on educational channels to brush up on stuff. But I do remember my ochem tests back in college and they were fairly tough.
@mohamedraseen7758
@mohamedraseen7758 Год назад
don't stop . you have made more video in organic chemistry... it is so useful for fundamendal learners. 😆😆😄😄😄😄
@MM-po6uv
@MM-po6uv 9 месяцев назад
let me not lie to you man, its day before my exam and you have literally carried me through organic chemistry fr
@tlili3990
@tlili3990 2 года назад
Why are you so much better than my chem prof
@halidsufiyan3663
@halidsufiyan3663 3 года назад
Thank you teacher from ethiopia 🇪🇹🇪🇹🇪🇹
@kumarrajamuthuswamy5732
@kumarrajamuthuswamy5732 2 года назад
The best video I have seen on this topic
@sibesosiseho6020
@sibesosiseho6020 2 года назад
Very helpful 🥺❣️ love it
@daims10
@daims10 Год назад
Thank you for your explanation on this subject. It is very helpful
@fieshh2642
@fieshh2642 2 года назад
I passed my midterm because of this video, Thank you sir!
@somtochukwuenwelu138
@somtochukwuenwelu138 2 года назад
😭😭you've just saved my soul.....thank you soo much
@user-yz5pw1dq6k
@user-yz5pw1dq6k 4 месяца назад
literally the ONLY video that made me understand. Thank you!!
@BronzeRage
@BronzeRage 4 месяца назад
If anyone is confused about 16:09 and why the CH3OH isn't mentioned or why the SN1 or E1 reaction will not take place, he actually explains it in the next example at 19:45.
@KJoshi2006
@KJoshi2006 22 дня назад
WHAT A BEAUTY THIS IS !!!!!
@novelas3536
@novelas3536 3 года назад
On jah bruh you ain't mess around with these videos b
@kariamber99
@kariamber99 2 года назад
damn usually your videos really help me but this one confused me even more lol
@tx5648
@tx5648 3 года назад
im a huge fan ...any fun livestreams :') ?
@dilloncolbert1733
@dilloncolbert1733 Год назад
Clutch as always!
@Rheologist
@Rheologist 3 года назад
Bruh I needed this a week ago
@heroinasytumbas3346
@heroinasytumbas3346 3 года назад
YOU NEVER MISS
@TJStimpfl
@TJStimpfl 3 года назад
why pay for tuition when I have you. life saver
@abankes
@abankes 3 года назад
WOW, zoom students everywhere thank you
@shadiomranian3408
@shadiomranian3408 3 года назад
I have a test on this Monday! GOD BLESS AHAHA
@saniahussain6074
@saniahussain6074 3 года назад
LOL same girl Ohio State?
@ryansnyder7614
@ryansnyder7614 3 года назад
@@saniahussain6074 Go bucks! Good luck
@amerac4473
@amerac4473 2 года назад
What a baller. Respect 🙏
@ua4788
@ua4788 3 года назад
Thank you!!!!!! 🤩
@aliciapark523
@aliciapark523 Год назад
like I could not understand my professor said at all, but now I am getting all the answers after watching a couple of his videos. Now I am thinking... there are three options. 1. I am dumb, but this dude is amazing in teaching concepts. 2. I am not dumb and this dude is amazing. 3. I am not dumb and my prof sucks and this dude is great. I think it's three. Hopefully lol
@-snazzysnek-5570
@-snazzysnek-5570 3 года назад
Just in time for my exam next week!
@justingenco7413
@justingenco7413 2 года назад
just in time for my exam tomorrow!
@-snazzysnek-5570
@-snazzysnek-5570 2 года назад
Good luck!!!
@PunmasterSTP
@PunmasterSTP Год назад
@@-snazzysnek-5570 Hey how'd your exam go?
@PunmasterSTP
@PunmasterSTP Год назад
@@justingenco7413 How'd the exam turn out?
@-snazzysnek-5570
@-snazzysnek-5570 Год назад
@@PunmasterSTP I don’t remember lol but I’d like to think this helped for sure! In biochem this semester
@amittripathi7138
@amittripathi7138 Месяц назад
Education attaches all continent 😊
@lucasgarcia5043
@lucasgarcia5043 4 месяца назад
ur the goat fr, thank you!!!
@GOLDEN_ICE_FOREX
@GOLDEN_ICE_FOREX 2 года назад
this guy has saved every engineer's life
@snow4870
@snow4870 Год назад
and pharmacists'
@poramessianparapio9547
@poramessianparapio9547 Год назад
Absolutely
@gobogoblin8498
@gobogoblin8498 7 месяцев назад
And entomologists'
@memedesima7953
@memedesima7953 2 года назад
Thank you!
@jonathanvuong
@jonathanvuong 3 года назад
shoot this is what i need to understand but do not know what is going on
@JustinLan-vd2kt
@JustinLan-vd2kt Год назад
summarization coming in clutch
@ivancheems35
@ivancheems35 3 года назад
Thank you so much
@fakhrulnawawi9681
@fakhrulnawawi9681 3 года назад
Thanks admin
@neverstopbelievinginyourse5317
@neverstopbelievinginyourse5317 4 месяца назад
this is for free is a blessing
@crazyquach7083
@crazyquach7083 3 года назад
Wow I just learn this few days ago but I still don't understand who knows u suddenly upload bout this tutorial video.. NICE😂😂
@Mesye_bober
@Mesye_bober Год назад
Father, thank you.
@ardeshirirani7061
@ardeshirirani7061 2 года назад
I have to give my ACS exam today for organic chemistry 1 wish me luck!
@maazwaseem6753
@maazwaseem6753 Год назад
Man I love you
@davidshenouda9548
@davidshenouda9548 2 года назад
Why he didn’t give the protic and aprotic solvents a value role in his answers ??
@varunvidwans4448
@varunvidwans4448 3 года назад
thanks
@sadafali3878
@sadafali3878 8 месяцев назад
Primary halide, it undergoes SN2. If use bulky base, the reaction goes in E2 mechanism. Incase of strong base it will proceed as an SN2 and if primary substrate is sterically hindered it undergoes E2 reactions.
@thetainstitute4855
@thetainstitute4855 8 месяцев назад
Great Sir
@gamesnaturesite5901
@gamesnaturesite5901 3 года назад
Great
@colinscanlon479
@colinscanlon479 3 года назад
thanks dad
@vrmvroom1193
@vrmvroom1193 Год назад
thankyou
@sadafali3878
@sadafali3878 8 месяцев назад
Tertiary alkyl halide favour SN1 mechanism and E1 reactions. Using strong base with tertiary alkyl halide favors E2 reactions.
@TheCrrCh
@TheCrrCh 2 года назад
Which mechanism is in the first example ?
@mariaponomarenko3850
@mariaponomarenko3850 3 месяца назад
Thanks!
@jjacobs0755
@jjacobs0755 2 года назад
How is this an introduction? I need to know....
@itsaerim
@itsaerim 3 месяца назад
i understood this less and less as the video went on
@jessicarieser3180
@jessicarieser3180 2 года назад
16:54 for this example, Sn2 would not occur because methanol is a protic solvent, and Sn2 can only perform in aprotic solvents
@ahmadjarrad2635
@ahmadjarrad2635 2 года назад
Yeah that part confused me it’s in a protic solvent….
@saadinhalf
@saadinhalf 2 года назад
Fair point- I think that was just a slip-up on his part As far as I can tell, he's basically trying to say that the base always takes precedence over the solvent. That said, yes. SN2 only occurs in protic solvents. He should have put a protic solvent there, so just act like there is. Pretty sure he just made a mistake- hope this helps
@ahmadjarrad2635
@ahmadjarrad2635 2 года назад
@@saadinhalf SN2 occurs in aprotic solvents not protic solvents.
@megankorkoleo5495
@megankorkoleo5495 2 года назад
The substrate is on secondary carbon and has a stronger base in the reaction, so even though the protic solvet is used, the SN2/E2 would occur. If it is a protic solvent but no strong base, then SN1/E1 would then occur. If you look at his table at the beginning of the video he lists the reactions depending on the solvents/bases used.
@isaach8289
@isaach8289 2 года назад
he also did this for the following problem with the sterically hindered base. usually hes good but this is kinda throwing me off
@masterfreeze1054
@masterfreeze1054 25 дней назад
i should have just started with this video instead of sitting through 2.5 hours of sub/elim lecture
@sadafali3878
@sadafali3878 8 месяцев назад
Secondary alkyl halide, if we use aprotic solvent like DMF, DMSO, I, CN it favors SN2 mechanism. If we use protic solvent Including water, methanol, it will favour SN1 and E1 mechanism. Sterically hindered Secondary alkyl halide with strong base and bulky group give E2 mechanism over SN2.
@jdragonw
@jdragonw 3 года назад
Can you please clarify on example of the 2-bromo-3-methyl butane with the -OCH3. The solvent listed is protic, so would that not solvate the base/nucleophile and push the reaction toward an SN1/E1 reaction instead of SN2/E2?
@paolaortiz6
@paolaortiz6 3 года назад
-OCH3 is a strong base, so you would not be able to form C+
@georgieacero7043
@georgieacero7043 3 года назад
Kinda late but for whoever else was wondering, looking at problems like these I believe that even in the presence of protic solvent, as long as you have a strong base it will go E2/SN2. The solvent is a rule to follow, but more of a hint that MAYBE the mechanism will want to go E1/SN1, you have to look at the whole mechanism as a hole and figure out what will really happen. Usually most mechanisms can be dictated by looking at possible carbocations and the strengh/bulkiness of the base/nucleophile Edit: Think of it like this, the NaOCH3 used will ionize into Na+ and OCH3-, it will continuously create another OCH3 by taking the H from CH3OH, therefore regardless of having a protic solvent, you’ll always also have strong base/nucleophile present. Now, here’s a tricky part, at the end then which will you get most of SN2 or E2? For this you have to look at the SIZE of the base/nucleophile. Anything smaller than ETHANOL will act as a base = Elimination product Anything larger than ETHANOL will act as a nucleophile = substitution product WITH THE EXCEPTION OF: Acetate ion, Sulfurs, and negative carbons!
@user-jk8iu8io8o
@user-jk8iu8io8o 2 года назад
@@georgieacero7043 Hi, thanks for the explanation, may I please ask what you mean by "smaller" or "larger" than ethanol? Atomic mass?
@georgieacero7043
@georgieacero7043 2 года назад
@@user-jk8iu8io8o it’s a pleasure! And I simply mean the size when drawn on paper, it’s a simple trick that works
@EmilyJhulianaCuevaCastaneda
Hello, i have an exam in two days, but I dont understand why in minute 34:50, it is an SN2 reaction. Because the solvent (CH3OH) is not appropriate since is polar protic. Why is SN2??
@mr.beancouldbreakmyspleen643
@mr.beancouldbreakmyspleen643 3 года назад
Could someone explain what sterically hindered means
@amanmohamed478
@amanmohamed478 3 года назад
Sterically hindered basically means the reaction can't happen coz group is too bulky, in a way it literally body blocks the incoming nucleophile if the compound has multiple branches that's why tertiary C is bad for Sn2
@sthvxa
@sthvxa 3 года назад
It's like heavy groups surrounding an atom. As you can think of a carbon atom surrounded by 3 methyl groups which doesn't allow other molecules to attack on it. It basically gives repulsions to the attacking molecule.
@kpoptimes5826
@kpoptimes5826 2 года назад
0:00 does substrate also mean electrophile in this case?
@jacob-fiallos2163
@jacob-fiallos2163 2 года назад
yes the substrate is the electrophile
@sadafali3878
@sadafali3878 8 месяцев назад
In case of methyl bromide, the reaction will proceed using SN2 mechanism. It doesn't matter what type of solvent is used.
@kittycat10072
@kittycat10072 Год назад
At 10:10 you say that the product is a racemic mixture and that the isomers could be wedge or dash, but is it possible for the OCH3 to be in the plane of the molecule--neither wedge nor dash?
@claytonhoward6296
@claytonhoward6296 9 месяцев назад
Idk if this is too late but no it’s not possible because the stereochemistry of the leaving group it’s taking the place of is not in the plane itself. Depending on where the OCH3 comes from depends on which isomer form it becomes!
@Jiannuccilli
@Jiannuccilli Год назад
28:40 since acetate is a bulky base, why would that not be E2?
@rassimsimou1594
@rassimsimou1594 Год назад
Good
@CARBONmantis
@CARBONmantis 2 месяца назад
In one of your examples reacting 2-bromo-3-methyl butane with sodium methoxide and methanol you don’t do a hydride shift from the 3’ to 2’ carbon. Why not?
@ongqingxiang7124
@ongqingxiang7124 Год назад
Hi I would like to ask if my substrate is tertiary alkyl halide ( it is 3 hexane connected together and then attach to the carbocation carbon we 2 more methyl which gives u tert) with tert butoxide and THF what will be the mechanism?
@ongqingxiang7124
@ongqingxiang7124 Год назад
i meant 3 cyclohexane
@perryperry7257
@perryperry7257 Год назад
18:50 But you said that 2 degree substrates with protic solvents show SN1&2 and E1 reactions Then why does this show E2 reaction and doesn't even show E1?
@jacobpike8648
@jacobpike8648 9 месяцев назад
On the first example, why is it only the SN1 reaction that occurs and not the E1 as well?
@ZZMA-zz7vs
@ZZMA-zz7vs 5 месяцев назад
At 16:21, why is it SN2 when there is a polar protic solvent ( methanol) and not SN1
@user-my8ll6lw4q
@user-my8ll6lw4q 8 месяцев назад
At 12:37, why would the Hydrogen be removed rather than the methyl group? why would it not form an alcohol?
@tristan9096
@tristan9096 5 месяцев назад
In minute like 14:46 shouldn’t that “minor” product be the major one since the bad and carbocation are very sterically hindered or am I confusing something
@genaroisgreat578
@genaroisgreat578 4 месяца назад
Can someone explain why he was able to use another water molecule to remove a hydrogen atom in the SN1 reaction at 7:59 ... when the reaction only started with one water molecule?? I'm confused
@Koelo100
@Koelo100 9 месяцев назад
Hello! At 16:45, could the C+ rearrange to a terciary and react throught E1 SN1?
@amorozov_9811
@amorozov_9811 8 месяцев назад
that's what I was thinking, just reached out with this exact question to my prof. and we will see how she responds!!
@xXSKILLZZ99Xx
@xXSKILLZZ99Xx 2 года назад
@ 30:32 why is it an SN1 reaction?
@randommeep
@randommeep Год назад
8:36 why do we add that H next to the carbocation
@shaimasaleh8987
@shaimasaleh8987 Год назад
Since its an elimination reaction, the water attacks a beta hydrogen, not the carbon, so we draw the hydrogen so we can visualize it
@goha9218
@goha9218 2 года назад
im confused for his e1 products he doesnt draw the double bond
@jocelynjarro9873
@jocelynjarro9873 7 месяцев назад
watching this 12 minutes before my final 👍
@marcuscampbell9176
@marcuscampbell9176 5 месяцев назад
How about allylic, benzylic, vinyl?
@aChaomein
@aChaomein Год назад
How do you know that methoxide is a strong base? Like what makes it a strong base?
@crockettd840
@crockettd840 Год назад
It has a pKa of 16, same as OH. So it’s equally basic. Same goes for any -OR, as far as I’ve learned
@shiken69420
@shiken69420 Год назад
You know that normally OH- is basic as it was the case for an acid like NaOH kOH, BaOH CaOH, just with OH- itself they are strong bases. Now if we replace H with an R group( electron donating), it will cause increase in charge over the oxygen which makes it more electron dense than OH- and hence a stronger base (think of it as a lewis base) than OH-, and OH- itself is a strong base (pOH~ 12-13)
@shiken69420
@shiken69420 Год назад
At least this is a more logical way to think of it. I might not be considering somethings but anyway
@sadies2430
@sadies2430 7 месяцев назад
Why do I bother paying for uni when I can just watch the organic chemistry tutor
@fatimaa8770
@fatimaa8770 3 года назад
What’s a bulky base?
@Tom-to7dy
@Tom-to7dy 3 года назад
I’m not sure because I’m not an English native speaker. But I guess it is a base that is very voluminous, so like it has a lot of large groups around it and acts as very bad nucleophile because of steric interactions. An exemple would be : ethanolate is not a bulky base but the base of 2-methylpropan-2-ol is a bulky base thanks to the 3 methyl around the carbon linked to the negative O.
@Tom-to7dy
@Tom-to7dy 3 года назад
Sorry for my English btw, I’ve tried my best haha
@sthvxa
@sthvxa 3 года назад
Bulky base is something which has CH3 ( methyl group ) giving so much of steric hindrance to the molecule. Like , sodium tetra butaoxide. It's structure kinda looks like three methyl groups attached to the carbon atom which indeed is giving the overall molecule much hindrance.
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