Keto Enol Tautomerism Acid and Base Reaction and Mechanism

Keto Enol Tautomerism - KET reaction and mechanism in acidic and basic conditions by leah4sci.com
📺Watch Next: Alkyne Hydroboration Oxidation • Alkyne Hydroboration O...
Struggling with Organic chemistry? Grab my free ebook '10 Secrets To Acing Organic Chemistry' leah4sci.com/orgo-ebook/
This video walks you through the concept of Keto-Enol Tautomers showing you how to convert from keto to enol and back in both acidic and basic conditions. This is an important concept to understand when studying alkyne hydration reactions as well as the more advanced organic chemistry reactions.
Keto Enol Tautomerization Reaction and Mechanism Article: leah4sci.com/keto-enol-tautome...
I offer private online tutoring for organic chemistry and MCAT prep. Details on my website: leah4sci.com/organic-chemistry...
For questions and comments, find me on social media here:
Facebook: / leah4sci
Twitter: / leah4sci
Instagram: / leah4sci
Pinterest: / leah4sci

[@JaLLaM86]

1 year in primary school, 2 years in highschool and half a year in university, and I haven't once been told the way that the reactions happen, like you have. You should teach teachers! Thank you

[@PunmasterSTP]

Hey I know it's been years, but I just came across your comment and was curious. How'd the rest of your studies go?

[@JaLLaM86]

@@PunmasterSTP great, thank you! Are you teaching teachers yet? ; ) I am working as a lab manager with a master's degree in environmental- & molecular biology :)

[@PunmasterSTP]

@@JaLLaM86 I’m glad to hear it! To be clear, I’m not Leah, and I don’t teach teachers. But I enjoy what I do and I hope you do as well.

[@jeffreyquinn3820]

Well, this is a 2nd-year subject. You wouldn't expect to see it in grade school or 1st year university.

[@dipayandasgupta7506]

bro this is common place shit for the jee exam in india meant for high school kids.@@jeffreyquinn3820 😢😢

[@SoumilSahu]

you're the reason i haven't lost hope in organic chemistry! thanks for these AMAZING videos!

[@dickgrayson3601]

Soumil Sahu Sahu!

[@PunmasterSTP]

Hey I know it's been half a decade, but I just came across your comment and was curious. How'd the rest of ochem go?

[@Leah4sci]

WOOHOO, happy to hear that!

[@shanetrybergeron8196]

Of all the keto enol reaction videos out there floating around, this one Leah is the best. Thorough, and easy step by step guidelines. I would call this video among college students taking up chemistry, “A Must See” !

[@Leah4sci]

Wow, thank you! I really appreciate that!

[@thabilegasa4559]

Thank you very much Leah , your videos are more helpful. you have real became my lecturer. GOD BE WITH YOU AT YOUR GOOD WORK.

[@Leah4sci]

You're so very welcome, and thanks for your kind words!

[@teesand4771]

You have been such help in my journey through organic chemistry. Actually, I seek out your videos as you help me understand it from a different perspective. Thank you very much.

[@Leah4sci]

I'm so happy to help you see things a different way and understand on a different level. Thanks for your kind comment!

[@teesand4771]

@@Leah4sci also, I recommended your videos to others.

[@khadijahenoh870]

WONDERFUL! Thank you for breaking it down! I feel better with my orgo final coming up! Thank you again!

[@Leah4sci]

You're most welcome! Glad to help!

[@dannyshoemake7084]

Never seen the Enolate videos until today. Thanks Leah. Still studying when not working. Your videos are so easy to follow. I find it to where this makes learning orgo. chem. actually almost Fun !

[@Leah4sci]

Too funny! Glad I could help!

[@EsraaNur07]

thank you very much! i have missed this subject in my school but I understand it in a one time

[@Leah4sci]

You're very welcome, happy to help!

[@sukiquartz8483]

Thank you Leah! I have my Organic chem final this week and this video helped me soo much! :D

[@Leah4sci]

Glad I could help! I hope it went well!

[@FranciscoAlmeida-pq6ox]

THANK SO SO MUCH for the video! It finally helped me understand the keto-enol reaction mechanism! Keep up the good work! ;)

[@Leah4sci]

You're very welcome, happy to help!

[@glara8295]

i like your teaching style and color-coding, I appreciate your time to make this video

[@Leah4sci]

Thank you so much, glad it's helping

[@masiloramafemo2790]

your videos are really helpful..I no longer fear organic chemistry..all thanks to you

[@Leah4sci]

Woohoo, so glad to hear that!

[@sherahramamoorthy9052]

Highly helpful! Thank you so much Leah!

[@Leah4sci]

You're so welcome!

[@BIAKANOORWorld]

love it, so perfect and made it easy to understand

[@Leah4sci]

Thank you! Glad it helped you understand the topic well.

[@rashmikiranpandit8962]

A big thanks to u Leah... Thank u so much... Now i can on my own draw these structures... And doing dis wid colourful pens is a wonderful job

[@Leah4sci]

Awesome, so glad to help!

[@sajjadali-xz2lv]

Amazing Thanks alot Leah.Its really helpfull to understand such type of reaction which involve keto-Enol tautomerism

[@user-ym7yx7pe3p]

sajjad ali can u solve an assignment for me😭😭😭😭

[@Leah4sci]

You're very welcome, happy to help!

[@harvinderkaur8796]

Leah , lt was really useful . Thank God I got you in high school . You are the first one to express chemistry as a war of electronegatives and electropositives ,rather a tug o war .

[@Leah4sci]

You're so welcome, happy to share! I'm glad my explanation made more sense to you.

[@madisonhartz7862]

This is super helpful! Thanks so much for making these videos! :)

[@Leah4sci]

You're so welcome!

[@ellios5734]

best way of teaching this that helped me a lot thank you very much

[@Leah4sci]

Awww so glad to help!

[@DihydrogenMonoxide318]

This makes so much sense. Thank you!

[@Leah4sci]

You're welcome! Glad it makes sense :)

[@anastasiiamatkovska6944]

so clear now. you're amazing! thanks a lot

[@Leah4sci]

You're so very welcome! And thanks for your kind words!

[@YouMockMe]

Right! Thanks for the reminder, always favoring molecular stability

[@Leah4sci]

You're welcome!

[@sergiolopez4416]

Such a great lesson. Thank you!

[@Leah4sci]

You're very welcome!

[@jyothi26rab]

thank you this video very easy to understand.Its like a stamp in brain thank you once again

[@Leah4sci]

You're welcome. Glad it helped

[@anamikakumari6669]

You're a lifesaver. Thanks

[@Leah4sci]

Happy to help! Always glad to save a life :)

[@jakesouth2]

Very helpful, thank you so much for your videos!

[@Leah4sci]

You're very welcome, happy to help!

[@kendallalexis9214]

This has helped me so much thank you

[@Leah4sci]

You are so very welcome, happy to help!

[@yalegwag8749]

You are my lifesaver thank you so much!!!

[@Leah4sci]

You're so welcome!

[@FEFFIANAMAMIN]

thank you very much for your explanation, everything very clearly and easy to understanding....

[@Leah4sci]

You're very welcome, so happy to help!

[@deemaalobaidi4630]

This is sooooo helpful, thank you!!!

[@Leah4sci]

You're so welcome!

[@LINDOCHRISELDA]

Wow this is what I need to understand chemistry you are the best I've never seen someone who explains like this in my entire life,can I stay with you plz 🙂

[@Leah4sci]

You are so very welcome and yes, I'm happy to be here with you on your journey. Check out more of my free resources here: leah4sci.com/syllabus

[@danaedavid7926]

This was really helpful. Thank you

[@Leah4sci]

You're welcome, happy to help!

[@thaliahoyos6773]

so so so good!

[@Leah4sci]

Glad you liked it!

[@hadarbr]

Thank you Leah! Great Vid

[@Leah4sci]

Glad to help! You're welcome! :)

[@DanielTorres-ki2xn]

Very helpful and very clear!

[@Leah4sci]

Happy to help!

[@shirazahmed7446]

great work done GOD bless you and love youuuuuuuuuuu

[@Leah4sci]

Glad I could help :)

[@nmrcreations9999]

Nice Explanation.Exellent

[@Leah4sci]

Thank you!

[@WhitecoatMaverickVlogs]

thanks for this. very helpful. no video on KZbin have explaination about this topic.

[@Leah4sci]

You're very welcome, so happy to help!

[@lamaalghool8561]

your videos are amazing. thank you very much

[@Leah4sci]

Awww, you're welcome!

[@user-vj2tc6op7c]

These are amazing

[@Leah4sci]

Thank you so much! Glad you're finding it helpful

[@vincentmudimeli4430]

Leah youlesson is wow always

[@Leah4sci]

Glad you liked it!

[@ayodeleoluwatosin7246]

awesome one Leah

[@Leah4sci]

Thanks!

[@heybriaannaa]

very helpful in mcat studying, thanks

[@Leah4sci]

You're very welcome! Make sure to check out my MCAT channel, too: leah4sci.com/MCATyoutube

[@lizazadeh6415]

Not Even my first language but understood it 100% better than annny other Videos

[@Leah4sci]

That's awesome! Congratulations

[@noeliamlyuka1503]

amazing! really thanks leah..

[@Leah4sci]

You're very welcome!

[@vincentmudimeli4430]

You make organic chem exciting and no dare to be quitted.i hear people saying organic chem is difficult but with you that's not true

[@Leah4sci]

Oh wow, thanks for that! So glad I was able to help you!

[@dr.meghnasharma7389]

Thank you Leah .

[@Leah4sci]

You are so welcome!

[@nanothefruit8063]

SHES BLOODY AMAZING

[@Leah4sci]

Thank you!

[@MKHsma]

Thank you, Leah.

[@Leah4sci]

You're welcome

[@rashdaparveen6511]

thank-you so much for this your is amazing .

[@Leah4sci]

You're very welcome!

[@binodlakmal4030]

really healful ! Thank you in advance :)D

[@Leah4sci]

You're welcome, so glad it helped!

[@priteshprusty]

Video made in 2015 , still stands gold for understanding

[@Leah4sci]

Glad it helped you to understand!

[@nicolefisher9295]

Really great video

[@Leah4sci]

Thanks!

[@TheSwordExcalibur]

Thank you for explaining it so well! Out of curiosity, why is it that oxygen wants to eliminate its partial negative by grabbing a hydrogen from the hydronium, even though that gives it a +1 formal charge? As an electronegative atom, why doesn't it prefer the partial to having a +1?

[@therealconniefrancis]

CaptainNemo I guess because of its lone pairs it wants to form a bond while at the same time the h3o+ wants to get rid of one hydrogen

[@Leah4sci]

The way I envision the reaction is as follows: Oxygen is greedy, it has a lone pair and wants to use it, the H+ seems enticing. It's only after grabbing that it feels some regret. Translating this to the reaction, oxygen prefers to be neutral, however it is electronegative enough to reach for a proton, and not so electronegative that it becomes completely unstable with the resulting positive charge

[@martinanasr8988]

It's really amazing

[@Leah4sci]

Glad you like it!

[@291ayl]

AMAZING!!

[@Leah4sci]

Awww thanks!

[@naufalyasin1315]

so what is the effect, if this KET (in acid/base catalys) can make enol from keton, but they make enol become keton again ,its means nothing right?

[@Leah4sci]

Think of the ketone and enol as being different forms of the same molecule. They are isomers that are in equilibrium with each other. One or the other might be considered more stable and might predominate in the equilibrium mixture, but either form can be used, as needed, to complete a reaction mechanism.

[@adri0529]

Thank you!

[@Leah4sci]

you're so welcome

[@RiccardoCaroundtheworld]

This was extremely helpful! I've recently found your channel and has watched almost all the videos :) I recommended this channel to my classmates as well. Have you ever considered adding subtitles to the videos though? The automatic subtitles are kind of messy and not that useful... It may helps students from all over the world ;) Wish you the best from Paris!

[@RiccardoCaroundtheworld]

+Leah Fisch I watched the main playlists (Sn, Elimination, Acid/Base, Alkene, EAS, Newman...), I haven't watched the old ones yet. Today I got the grade of the partial exam I had a couple of weeks ago: 16/20, best grade in my class :D And sorry, I only checked the subtitles of the latest videos (which were kind of messy), didn't realise the older ones had been fixed!

[@Leah4sci]

Yay, so happy to have helped you understand and raise your scores!

[@mustakim2144]

Thank you!!!

[@Leah4sci]

You're welcome! :)

[@melikasarkandi7393]

thank you so much!

[@Leah4sci]

You're welcome!

[@1028wash]

Much Thanks!

[@Leah4sci]

You're welcome

[@shinn-tyanwu4155]

Very good 😊

[@Leah4sci]

Thank you!

[@bosonsbotany9934]

amazing video

[@Leah4sci]

I'm glad you like it :)

[@she.is.queenjheejhee]

Helpful ☺️

[@Leah4sci]

Glad it was helpful!

[@shaolinaguha9009]

Very helpful

[@Leah4sci]

Glad it helped! Please go ahead and share the video to your friends/classmates. :)

[@Come-and-take-it]

I found this helpful

[@Leah4sci]

Glad I could help!

[@sarahsadiq1526]

god bless you you are the best thank you so much

[@Leah4sci]

Thanks! You're very welcome!

[@mawineikim1492]

thankq 4 ckearing m doubts😊

[@Leah4sci]

You are welcome

[@thingsjustgotoutofhands9949]

leah plz help me why enediols are strong reducing agents? need a full explaination about enediols plz plz🙏

[@Leah4sci]

I'm sorry, but I don't offer tutoring through KZbin comments. For more help with this, I recommend joining the orgo study hall. Full details: leah4sci.com/join

[@Dedicate25]

This was a brilliant explanation Miss Leah I just have one doubt What if instead of that hydrogen, there was another alkyl group ?

[@Leah4sci]

You're very welcome. Do you mean no hydrogen for tautomorization, or turning an aldehyde into a ketone? If the latter the reaction is the same

[@Dedicate25]

@@Leah4sci At 5:37 Instead of that Hydrogen atom what if there was something else - Was my question

[@ghadeer5049]

Yes very helpful, thank you ❤

[@Leah4sci]

You're welcome, happy to help!

[@lesliecorners6152]

im in love with this woman

[@Leah4sci]

Not sure my husband will be ok with that lol

[@vincentmudimeli4430]

Lear as always your lesson is like sun rising in the morning everything I watch I feel happy and like to learn more my you please send me your e book on alkyne reaction

[@Leah4sci]

So happy to help, and thanks so much for your kind words! Regarding the ebook, please email me at leah4sci.com/contact

[@vincentmudimeli4430]

My teacher I m always pleased with your lessons

[@alphatoon2950]

really helpfull

[@Leah4sci]

Glad to hear it!

[@narayananr2233]

why is there a bond line after the double bond in the enol isomer in the first example. can u please explain that mam. Or is it used to show a hydrogen only

[@shrutirraman3191]

I guess the bond line indicates a methyl group. That's how it's usually indicated. It would be helpful if you could mention the timestamp so I can understand which example you're hinting at

[@narayananr2233]

@@shrutirraman3191 0:53 here after tautomerisation of C3H6O , the enol compound is supposed to have the same molecular formula . but isnt the enol compound here having a formula of C4H8O (if we are taking the rightmost end of the enol compound as ch3 0. If Iam wrong please correct me.

[@shrutirraman3191]

@@narayananr2233 You're perfectly right! Those two structures aren't tautomers. I think it is that way because she used that example to explain the functional groups rather than the actual tautomer.

[@narayananr2233]

@@shrutirraman3191 yeah i also think so. Thanks for helping !

[@shrutirraman3191]

@@narayananr2233 😄😃

[@SB-pq8fu]

THANK YOU THIS WAS AMAZING!

[@Leah4sci]

You're so welcome, happy to help!

[@jaishrikrishna5011]

Superb

[@Leah4sci]

Happy to help!

[@afrahal-nasser5191]

thanks really 👌❤

[@Leah4sci]

You're welcome!

[@na-chan163]

why is there no ads? you could have been paid by the views. ALL YOUR VIDEOS ARE REALLY HELPFUL!!! Thanks a lot!!!

[@Leah4sci]

That's okay. I'm just happy to help! Thank you for the kind words. You are most welcome Reena! All the best on your studies! :)

[@calenolsen]

6:40. Why does the water molecule want to grab the proton off the ketone to make hydronium? Isn't water happy to be H2O?

[@Leah4sci]

Not quite, see leah4sci.com/auto-ionization-of-water-in-mcat-acid-base-chemistry/

[@quocthang5527]

4:37 why not the elctron pi on C=O attack H+ why it has to be the electron on Oxy attack H+ I am confuse in this. Is it have a possible mechanism that the pi electron attack H+ not the Oxy electron?

[@Leah4sci]

Good question! First, the lone pair electrons are more free to move and attack than electrons that are tied into a pi bond. Second, if the pi bond were to attack, we would be left with either an oxygen or carbon atom that does not follow the octet rule. Oxygen and carbon are both too small to be exceptions to the octet rule.

[@quocthang5527]

@@Leah4sci I agree with point 1. But when you say, 'if the pi bond were to attack, we would be left with either an oxygen or carbon atom that does not follow the octet rule,' do you mean that if the pi bond attacks, it could either create a carbocation or a CH-O+ (I'm not sure how to pronounce a positively charged oxygen)? I don't think these two cases violate the octet rule because they result in oxygen and carbon having empty orbitals, and there are many reaction mechanisms where carbocations are formed, such as in SN1 reactions. However, I've never seen a positively charged oxygen because the C=O bond is more polarized towards oxygen, so only oxygen forms bonds with pi electrons with electrophiles like H+. Yesterday, I asked my teacher why he wrote that the pi bond attacks H+. His answer was, "when you become proficient in reaction mechanisms, you can omit some steps in the mechanism. If you want to write that the lone pair on oxygen attacks H+ and then the pi electrons become the lone pair on oxygen, that's also correct."

[@biplabmahato6288]

Thank you mam 💝

[@Leah4sci]

you're very welcome

[@ladycarolynabenakomantwi1437]

Thanks

[@Leah4sci]

You're welcome!

[@michaelpersaud2778]

If anybody is taking organic chem or will be, I suggest using these videos and the text book by Klein. I aced ochem and I am not a straight A student. the book is very well written but it is a very thick book..

[@Leah4sci]

Thanks for the book suggestion; I haven't read that one myself so I can't say if it's good or not, but it may help someone out.

[@psbaboo1]

Thank you mam

[@Leah4sci]

you're very welcome

[@Everything-qn4mj]

Great 😳 ❤️

[@Leah4sci]

glad you like it!

[@viviji7407]

i am studying for my final right. Thanks for your big help. Your explanation is very understandable, and your voice is cute.. Thanks for your big help!

[@Leah4sci]

Glad it helped!

[@mohsentavakoli6319]

thanks

[@Leah4sci]

You're welcome

[@niloofarkh4779]

perfect

[@Leah4sci]

Thank you!

[@ishaanharbhajanka7887]

ty

[@Leah4sci]

You're welcome

[@gururajdeshpande889]

Will tertiary hydrocarbon perform tautomerism

[@Leah4sci]

At which specific point in the video?

[@alannolan3514]

what does stability mean in chemistry?

[@Leah4sci]

In chemistry, a molecule that is stable is relatively unreactive. It will not easily react, change, or interconvert to another molecule. It retains its chemical and physical properties. It is “happy” as is.

[@user-ly6mj7pl1x]

❤

[@rittenbrake1613]

good

[@Leah4sci]

Thanks!

[@smileyysara]

u. rock.

[@Leah4sci]

Thank you!

[@elangpujanggaruhpinesthi1525]

thanks :)

[@Leah4sci]

Welcome!

[@hariskhanharis6264]

Mam you are best love you

[@Leah4sci]

Aww thank you!

[@shreeshmishra6024]

helped a lot. Do you also have videos on biomolecules?

[@Leah4sci]

What you see on my channel is what I currently have available

[@PunmasterSTP]

Keto enol tautomerism? More like "These are good for all, and have wisdom!" 👍

[@Leah4sci]

Yes, another comment from you! These are the best!

[@PunmasterSTP]

@@Leah4sci I’m glad you feel that way! On another note, why are catcher’s mitts acidic?

[@szxnv]

:)

[@Leah4sci]

Glad you liked it!