19.5 Imine and Enamine Formation | Addition of Amines | Organic Chemistry
Chad provides a comprehensive lesson covering the formation of imines from the addition of primary amines to aldehydes and ketones and the formation of enamines from the addition of secondary amines. This includes showing how the formation of hydrazones and oximes is analogous to the formation of imines with the use of hydrazine or hydroxylamine instead of a primary amine. The full mechanisms for both reactions are included and you will also be shown how to easily predict the products in the reverse reactions, the hydrolysis of imines and enamines. Finally, the mechanism of the Wolff-Kishner reduction is included as well.
I've created an organic chemistry page that organizes all my videos by chapter - just an easier way for you to watch my KZread videos. Check it out at www.chadsprep.com/chads-organ...
00:00 Lesson Introduction
00:52 Formation of Imines (Addition of Primary Amines)
03:55 Mechanism of Imine Formation
11:08 Hydrolysis of Imines
12:43 Formation of Enamines (Addition of Secondary Amines)
14:09 Mechanism of Enamine Formation
19:18 Hydrolysis of Enamines
21:14 Mechanism of the Wolff-Kishner Reduction
www.chadsprep.com/
Пікірлер: 26
Lol, the pause at 21:51 was funny. Reminds me that even Chad has to stop and format his thoughts. Thank you so much for the videos Chad!
@ChadsPrep
2 жыл бұрын
You're welcome - glad you enjoy them!
This a great video on this topic, covered all the reactions. Thank you so much.
@ChadsPrep
3 жыл бұрын
Glad you enjoyed it, Samira!
Thank you so much!
@ChadsPrep
3 жыл бұрын
You're welcome!
شكرآ جزيلا♥️💓 ؛Thank you💝
@ChadsPrep
Жыл бұрын
You're welcome :)
Thank u,!!!!! 👩🏫
@ChadsPrep
3 жыл бұрын
You are welcome, Fernanda!
Me saying "Schiff base" until I figured it out LOL
@ChadsPrep
2 жыл бұрын
👍 👍 👍
@jaimeirigoyenlopez5884
3 ай бұрын
hahaha I still have not figured it out
Hello Chad, I have a question according to the acid catalyzed 6 step mechanism of the imine formation. Why does the proton transfer not happen intramolecular? Why won't the quartenary ammonium ion give a proton direct to the geminal alkoxyd anion? Isn't it much faster and therefore more probable when molecules don't have to "find" each other?
What's your fav functional group?
Hi Dactor Why only primary amines can be formation the imines!
Wouldn't an intramolecular reaction between the -ve charged O be more efficient to get rid of the nitrogens +ve charge by reacting with an excess hydrogen? @ 6:30 on the video, thanks.
@peybak
3 жыл бұрын
That's a good observation but that the oxygen is too close to Nitrogen do that. My guess is that it could happen if N and O were beta to each other, or even farther on the same molecule.
@weewaa592
3 жыл бұрын
@@peybak Thank you for the insight, sorry for the long response
@peybak
3 жыл бұрын
@@weewaa592 No worries
hahaha i don't know what happened in 21:51 but it was funny specially in 1.5 speed
@ChadsPrep
Жыл бұрын
Normal or 1.5x - either way, a silly moment for all to enjoy!
Hello Chad, I guess, that your reaction mechanism isn't completey valid. You can't attack with the N-nucleophile before having protonated the carbonyl-oxygen atom. If you do so, the microscopic reversibility wouldn't be maintained. When you set up the reaction for the back reaction, i.e. for the imine hydrolysis, you will see, that it isn't possible to get a molecule with a positive charge on the nitrogen atom and a negative charge on the oxygene atom at the same time!
THATS A SCHIFF BASE