That’s a good question! The carbanion is not an ideal product, and because of this, it is searching for a way to become neutral. However, attacking a new ester is not ideal either because of steric hindrance. There would be a lot of strain on the resulting molecule. It is the addition of the acid at the end of this mechanism that eventually drives the equilibrium to favor condensation.
They have very similar mechanisms. The Claisen Schmidt is, more specifically, an aldol condensation between an aldehyde or ketone. While the Claisen condensation is between esters.
It is called a condensation reaction because the 2 reactant molecules of the Claisen reaction combine together to form the product. Usually, water is released after a condensation reaction.
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This is a matter of equilibrium. At least two protons must be present at the alpha carbon of the starting ester for the equilibrium to be favorable. If ethyl-2-methylpropanoate were to undergo this reaction, it would produce a Claisen product without an acidic hydrogen between the two carbonyl groups. This product is undesirable and, therefore, the reaction will never go to completion.
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That’s a good thought! However, at that point in the mechanism, most of the ester has reacted to form the conjugate base of the beta-keto ester product. Introducing the acid drives the equilibrium forward to favor the condensation, and also satisfies the desire of the carbanion to become neutral. This acidification step is highly favorable. It’s all a matter of equilibrium.
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omg I finally understand this reaction!! Thank you for explaining it so clearly!
I'm so glad! You're very welcome.
I am from India and preparing for Jee Advanced
Last 3 days are remaining in my examination
Thanks for this ❤❤❤
You're so welcome 😊
Beautifully explained, I am glad I found your channel!
So happy to hear that! Thanks for watching. :)
Lots of love from India 🇮🇳🙏👍
Thanks!
Very clear and a great video! Thanks a lot!
You are welcome!
Claisen condensation? More like "Cool information!" Thank you so so much for making and sharing all of these wonderful videos!
You're welcome!
Thank you
You're welcome :)
6:11 te time gap of adding mild acid won't the newly- formed di-keto carbanion attack other ester molecule?
That’s a good question! The carbanion is not an ideal product, and because of this, it is searching for a way to become neutral. However, attacking a new ester is not ideal either because of steric hindrance. There would be a lot of strain on the resulting molecule. It is the addition of the acid at the end of this mechanism that eventually drives the equilibrium to favor condensation.
Best content.
Thank you 💗👌
You're welcome! :)
Is claisen schmidt reaction the same as claisen condensation??
They have very similar mechanisms. The Claisen Schmidt is, more specifically, an aldol condensation between an aldehyde or ketone. While the Claisen condensation is between esters.
MA'AM I have a confusion, why we call a condensation reaction, like in aldol condensation, we have water released after heating, please reply 😢
It is called a condensation reaction because the 2 reactant molecules of the Claisen reaction combine together to form the product. Usually, water is released after a condensation reaction.
exactly!
one more uselful video tq ..
Happy to share
Can you make a ketol reaction video please
I'm currently working on other videos, but I will add that to the list
Why isn't there video no. 9? I tried on the website too but it doesn't come up.
I haven't finished it yet. It's on my list. In the mean-time, I cover this topic in depth in the organic chemistry study hall. Full details: leah4sci.com/join
Why Ethyl-2-methylpropanoate not undergo claisen condensation?
This is a matter of equilibrium. At least two protons must be present at the alpha carbon of the starting ester for the equilibrium to be favorable. If ethyl-2-methylpropanoate were to undergo this reaction, it would produce a Claisen product without an acidic hydrogen between the two carbonyl groups. This product is undesirable and, therefore, the reaction will never go to completion.
Why is karboaniont? EtO take only one hydrogen no? And the second hydrogen is where?
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6:47 giving that H3O+ would induce ester hydrolysis won't it? for the same reason OH- was avoided over OR-
That’s a good thought! However, at that point in the mechanism, most of the ester has reacted to form the conjugate base of the beta-keto ester product. Introducing the acid drives the equilibrium forward to favor the condensation, and also satisfies the desire of the carbanion to become neutral. This acidification step is highly favorable. It’s all a matter of equilibrium.
Can u give free energy diagram for this reaction.?
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gr8 video
glad you like it!
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