I always thought of the mechanism of the Wolff Kishner reduction as being quite roundabout, since you make the original carbonyl carbon double-bound to a nitrogen atom. But I also think it's cool, and this video is awesome!
in the 4th step of wolf kishner reduction mechanism , i.e at 8:06 in a basic medium how did water act as acid , I face this problem of when to add water and when not to ? I know that it is obvious that to neutralize the charge on carbon we must protonate it but it just doesn't sound right to me when we "protonate something in basic medium"
In the presence of a base, water's partially positive H atom is the most acidic. It's not that acid/base reactions cannot happen in negative/positive solutions, rather than you cannot put something strongly positive in a basic solution lest it get attacked, and the same with a strong base in acidic solution
In most cases, these two reductions produce the same product alkane. The major difference between the two methods is that Clemmensen is performed under acidic conditions, while Wolff Kishner is performed under basic conditions. If your starting molecule were to have a protecting group (or some other group) that was removed or affected by the acid, then you might see a difference in the product of the Clemmensen reduction.
In regards to Clemmensen reduction and the rearrangement that occurs when the molecule is an alpha amino ketone: what do you think would happen if the alkyl group on the alpha carbon was a hydrogen and not a carbon chain? Would nitrogen migration still occur? If it did, it would lead to the formation of a primary carbocation, which is less stable than a secondary carbocation. So I am inclined to think rearrangement would not occur as it would if the alkyl group on the alpha carbon was a methyl, ethyl etc. What do you think?
I'm sorry, but I don't offer tutoring over social media. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/
You're welcome. That's correct! The Wolff-Kishner reaction is performed under basic conditions, so you will always have that hydroxide ion dissociated in solution.
My UA-cam videos are not meant to be in-depth. These videos are short ‘appetizers’ that introduce a topic. For more detailed explanations and study material, consider joining my Orgo Study Hall at studyhall.leah4sci.com/join
in the step where you say the OH group is kicked out, shouldnt that OH group be protonated first? so that it would leave as H2O. Because I know that OH is a very very bad leaving group
well...ok...thanks...but... 1) where did the Oxygen atom goes after being chased? 2) Is Hydrochloric Acid the source of the 2 Hydrogen atoms in the Clemmensen reaction? If not, what is the source of the 2 Hydrogen atoms? If yes, where would the 2 Chlorine atoms go? if you answer these questions, thank you.
I am not getting plz help me out. cyclo hexane containing oh group Nd at para position w.r.t oh group butene 3 one Nd now this reactant is converted to same as reactant only diff. Is d c=o is converted to ch2 group nd now mt doubt is which one is correct A. Nh2nh2,oh- B. Zn-hg / hcl C. Na,liq.nh3 D.nabh4 Plz. Clear my doubt nd tell me d answer..
I'm sorry, but I don't offer tutoring over UA-cam comments. For help with questions like this and more, I recommend joining the orgo study hall: leah4sci.com/join
Hey Leah, would you by any chance know what happens to a hydroxyl, ester or ether group in either of these two reactions? I mean, the hydroxyl should be affected in Clemmensen because of the acidity, right? And an ester in Wolff-Kishner because of the basicity. But does that mean these functional groups are bound to be broken up? Can that be prevented?
I'm sorry, but I don't offer tutoring through UA-cam comments. For help with this and more, I recommend joining the orgo study hall. Full details: leah4sci.com/join
@@Leah4sciI can't find teachers in my country or in UA-cam to explain detailed mechanism of an organic reaction. They woul explain like this "hydrogen will go there double bond broke oxygen is attached there reaction is finished" like this for example which is so confusing cuz how did hydrogen go there why what were the conditions (it's an example)
YOU ARE A GENIUS! this is so helpful. Thx for making me fall in love with orgo chem
YES!!!! My master plan has been accomplished!
@@Leah4sci great move✌️
I always thought of the mechanism of the Wolff Kishner reduction as being quite roundabout, since you make the original carbonyl carbon double-bound to a nitrogen atom. But I also think it's cool, and this video is awesome!
Thanks! I'm glad you liked it. :)
Leah you are a livesaver I own you so much !! I can't even name all the things I learned thanks to you 🥰
Aww so glad I could help! Thanks for your kind words!
Concept are crystal clear mam
Thanks!
in the 4th step of wolf kishner reduction mechanism , i.e at 8:06 in a basic medium how did water act as acid , I face this problem of when to add water and when not to ? I know that it is obvious that to neutralize the charge on carbon we must protonate it but it just doesn't sound right to me when we "protonate something in basic medium"
and why is clemmensen reaction mechanism not given ? could you help me product of clemmensen reduction of plz...?
In the presence of a base, water's partially positive H atom is the most acidic. It's not that acid/base reactions cannot happen in negative/positive solutions, rather than you cannot put something strongly positive in a basic solution lest it get attacked, and the same with a strong base in acidic solution
أنتِ الأفضل | Leah your the best 💙
Thanks!
ياف
Hey Leah ,
Can you give me an example where product is different when the same reactant undergoes Wolff Kishner Reduction and Clemenson Reduction
In most cases, these two reductions produce the same product alkane. The major difference between the two methods is that Clemmensen is performed under acidic conditions, while Wolff Kishner is performed under basic conditions. If your starting molecule were to have a protecting group (or some other group) that was removed or affected by the acid, then you might see a difference in the product of the Clemmensen reduction.
amazing!! thank you so much for the clear explanation - love this!
You're so welcome!
In regards to Clemmensen reduction and the rearrangement that occurs when the molecule is an alpha amino ketone: what do you think would happen if the alkyl group on the alpha carbon was a hydrogen and not a carbon chain? Would nitrogen migration still occur? If it did, it would lead to the formation of a primary carbocation, which is less stable than a secondary carbocation. So I am inclined to think rearrangement would not occur as it would if the alkyl group on the alpha carbon was a methyl, ethyl etc. What do you think?
I'm sorry, but I don't offer tutoring over social media. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/
very help..all your videos make concepts crystal clear......Thank you!!!
You're very welcome!
Thx for helping I was really struggling with this part when drawing the mechanism.
Also one question the oh- in 7:16 came from koh or naoh right?
You're welcome. That's correct! The Wolff-Kishner reaction is performed under basic conditions, so you will always have that hydroxide ion dissociated in solution.
Hey Leah ,
Clemensen’s reduction has 2 mechanisms namely carbanionic n carbenoic but why didn’t you say that
My UA-cam videos are not meant to be in-depth. These videos are short ‘appetizers’ that introduce a topic. For more detailed explanations and study material, consider joining my Orgo Study Hall at studyhall.leah4sci.com/join
in the step where you say the OH group is kicked out, shouldnt that OH group be protonated first? so that it would leave as H2O. Because I know that OH is a very very bad leaving group
You have got a point
OH can be kicked out as OH- in a basic solution, but only as H2O in an acidic solution
What is the role of HIGH BOILING SOLVENT ethylene glycol in Wolff-Kishner Reduction??
In this video or in general?
In the video
well...ok...thanks...but...
1)
where did the Oxygen atom goes after being chased?
2)
Is Hydrochloric Acid the source of the 2 Hydrogen atoms in the Clemmensen reaction?
If not, what is the source of the 2 Hydrogen atoms?
If yes, where would the 2 Chlorine atoms go?
if you answer these questions, thank you.
For each of these questions, please give me the specific time in the video
Great information delivered
Glad I could help!
I am not getting plz help me out.
cyclo hexane containing oh group
Nd at para position w.r.t oh group butene 3 one
Nd now this reactant is converted to same as reactant only diff. Is d c=o is converted to ch2 group nd now mt doubt is which one is correct
A. Nh2nh2,oh-
B. Zn-hg / hcl
C. Na,liq.nh3
D.nabh4
Plz. Clear my doubt nd tell me d answer..
I'm sorry, but I don't offer tutoring over UA-cam comments. For help with questions like this and more, I recommend joining the orgo study hall: leah4sci.com/join
This is a fantastic video
What is your level of scientific and Thanks
you're very welcome!
Hey Leah, would you by any chance know what happens to a hydroxyl, ester or ether group in either of these two reactions?
I mean, the hydroxyl should be affected in Clemmensen because of the acidity, right? And an ester in Wolff-Kishner because of the basicity. But does that mean these functional groups are bound to be broken up? Can that be prevented?
I'm sorry, but I don't offer tutoring through UA-cam comments. For help with this and more, I recommend joining the orgo study hall. Full details: leah4sci.com/join
Leah4sci no problem, thank you so much for your help :)
what a brilliant video
thanks!
nice video leah
Thanks!
your accent is super cute and it makes me pay attention more so I actually learn things lol
+Leah Fisch I'm from new york but I pay attention to accents a lot since my parents are immigrants. It's very slight but it sounds nice :3
Thanks!
I love you Miss Leah1😭😭😭💕💕💕🔥🔥🔥
Aww thanks!
So helpful! Thank you so much!!
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Well explained 👌👌👌
Glad you enjoyed it!
thanks Leah !!!
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Thank you for your amazing videos!!!!!!!
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thank u for those information 👏
You're very welcome, happy to help!
THANK YOU!
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Nitrogen gets greedy... lol :D ... Beware everyone atoms have mind of their own...
Nice video bdw... Thanks helped a lot
lol, happy to help!
a good informative video
Happy to help!
Good lecture mam thank you
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U r welcome mam.
Mam if u have a whatsapp no plz
Mam plz if possible then deliver lecture about MOT.plz
@@Leah4sci please mam deliver lecture on MOT
Thanks so much😊
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thank you
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It's been six years since your comment, @Leah4sci. Wow!
very clear...thank you.
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Finally. Sweet
I am all over your alkene series. I'm constantly having to relearn last semesters stuff!..
Glad you like it!
thank you so much dude 💯
you made my life easier 😂😭
Glad I could help!
awesome!
thanks!!
nice
Thanks!
fabulous....
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I love you!!
thanks
Hi maam I like the way you teach.
But I'm ugly , mug is silent
Glad to hear you are enjoying my resources!
I don't consider myself one of the beautiful people either, but I too enjoy Leah's videos!
are you here??
thank you from Iraq 🇮🇶
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lovely :)
thank you!
I hate organic chemistry 😑
why is that?
I felt your pain, but then over the years I've been able to digest ochem a bit more and I think I'm starting to like it more than I did.
@@Leah4sciI can't find teachers in my country or in UA-cam to explain detailed mechanism of an organic reaction.
They woul explain like this "hydrogen will go there double bond broke oxygen is attached there reaction is finished" like this for example which is so confusing cuz how did hydrogen go there why what were the conditions (it's an example)