Hi Chad! First of all, thank you so much for all of your videos. They are incredibly helpful! I have a question regarding reactions involving carboxylic acid derivatives and BH3 and THF. In one of your videos, you mentioned that there is something to be aware of, but it wasn't too important. However, we are now being asked about it in class, as apparently, it turns a carboxylic acid and ester into a cyclic structure. Could you please clarify what this is and why it is important to know? Thank you so much in advance!
Thanks for the video. I want to ask why is it that during acid catalyzed tautomerization, your base doesn't simply deprotonate your protonated oxygen instead of the alpha carbon? I can't find a good answer actually.
Great question Peyman! It is actually more likely to be deprotonated at the oxygen than the alpha carbon which would just simply convert it back to its keto form rather than to the enol form. If you look back at the mechanism equilibrium arrows are used throughout and I give a reminder that most of the time the keto form is more stable than the enol form and is favored in the equilibrium. So the enol will be the nucleophile in a couple of acid-catalyzed reactions in this chapter, but it is typically only formed in small concentrations while in equilibrium with the keto form. Hope this helps!
@@ChadsPrep I appreciate the response Chad! I think I came up with the same conclusion you mentioned. If a base deprotonates the oxygen, then there is no enol! Thank you for the concise videos.
hey don't you think that in the first step the carbanion is more stable at 1 degree rather than the 2 degree one?, considering that doesn't 2nd product should be more stable? 5:17
The way you teach really works for me! Thank you!
Glad to hear it, Bellerie Art - you're welcome!
Crammed 2 days for my ochem exam and made a 95!! Your videos are amazing! Very straightforward and explained clearly
Glad they helped you!
I am hopeful that my orgo 2 final exam results will be similar !
You got it!! Believe in yourself!! @@Jay-bk1fm
You're the best. My professor and Wiley books are mind-numbing to me. Love how you teach, it makes me feel like I actually understand :)
Awesome to hear this :) happy studying!
May God Bless You!
Right back at you Gitu! :)
you are the reason i am gonna ace the acs exam
Glad the channel is helping you - Hope you do well on the exam.
best orgo videos out there
Thank you.
Hi Chad! First of all, thank you so much for all of your videos. They are incredibly helpful! I have a question regarding reactions involving carboxylic acid derivatives and BH3 and THF. In one of your videos, you mentioned that there is something to be aware of, but it wasn't too important. However, we are now being asked about it in class, as apparently, it turns a carboxylic acid and ester into a cyclic structure. Could you please clarify what this is and why it is important to know? Thank you so much in advance!
Thanks for the video. I want to ask why is it that during acid catalyzed tautomerization, your base doesn't simply deprotonate your protonated oxygen instead of the alpha carbon? I can't find a good answer actually.
Great question Peyman! It is actually more likely to be deprotonated at the oxygen than the alpha carbon which would just simply convert it back to its keto form rather than to the enol form. If you look back at the mechanism equilibrium arrows are used throughout and I give a reminder that most of the time the keto form is more stable than the enol form and is favored in the equilibrium. So the enol will be the nucleophile in a couple of acid-catalyzed reactions in this chapter, but it is typically only formed in small concentrations while in equilibrium with the keto form. Hope this helps!
@@ChadsPrep I appreciate the response Chad! I think I came up with the same conclusion you mentioned. If a base deprotonates the oxygen, then there is no enol! Thank you for the concise videos.
hey don't you think that in the first step the carbanion is more stable at 1 degree rather than the 2 degree one?, considering that doesn't 2nd product should be more stable? 5:17
you are my GOAT
Glad to hear it!
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Thank You!
i love you ,
Glad the channel/videos are helping!