How did you do? I'd love to hear your proposals for next week's mechanism so drop them down below! Subscribe for more chemistry content, and hit the notification bell to stay updated! #ScienceCommunity #MechanismMonday #OrganicChemistry
I love reactions involving azides, they are such a useful group! As for the next week reaction, the acid-promoted reaction of the ketone with methanol forms the hemiketal via nucleophilic attack of MeOH; the newly formed OH group then reacts with acid group to form a lactone, also favored under acidic conditions. And yes, I have already read in a comment that product is actually a ketone and it's just a mistake, so idk if it counts as cheating a bit 🙃 However, i am also pretty sure you can convert it into the drown reduced molecule using LiAlH4
Haha. Amazing work! Azides are super cool but can also be quite dangerous. In graduate school, my research group had a few projects working on flow chemistry with azides as a way to safely handle these potentially explosive reagents
I have one issue with the mechanism. At 1:28 you hace a n-c single bond and in the next step you have an n-c double bond without showing arrows forming the bond.
1. Protonate ketone 2. Attack with OH in carboxylic group 3. Proton transfer to the hydroxyl 4. Elimination by the oxygen to form the oxonium (or spontaneous water loss but I was always taught elimination) 5. Attack by methanol and acid base deprotonation 6. Now we have lactone and I’m stuck
![BLACK BAG - Official Trailer [HD] - Only in Theaters March 14](http://i.ytimg.com/vi/Du0Xp8WX_7I/mqdefault.jpg)
How did you do? I'd love to hear your proposals for next week's mechanism so drop them down below! Subscribe for more chemistry content, and hit the notification bell to stay updated! #ScienceCommunity #MechanismMonday #OrganicChemistry
Love new mechanisms
Ayyy!!! I’m glad to hear that. Got a bunch of really cool ones queued up for the upcoming weeks!
I love reactions involving azides, they are such a useful group! As for the next week reaction, the acid-promoted reaction of the ketone with methanol forms the hemiketal via nucleophilic attack of MeOH; the newly formed OH group then reacts with acid group to form a lactone, also favored under acidic conditions.
And yes, I have already read in a comment that product is actually a ketone and it's just a mistake, so idk if it counts as cheating a bit 🙃 However, i am also pretty sure you can convert it into the drown reduced molecule using LiAlH4
Haha. Amazing work! Azides are super cool but can also be quite dangerous. In graduate school, my research group had a few projects working on flow chemistry with azides as a way to safely handle these potentially explosive reagents
a mechanism I really like
Heck yeah! I thought it was pretty cool too!
I have one issue with the mechanism. At 1:28 you hace a n-c single bond and in the next step you have an n-c double bond without showing arrows forming the bond.
Next week is an acid catalyzed intramolecular ketal reaction with an acid catalyst. By product is water.
@@abs0lute-zer061 Nice work! You are absolutely crushing these lately!
Shouldn't it be a lactone in the product of nex week reaction?
Oh geez, great eye!!!
I’m getting to the lactone for next weeks product, and can’t see how one would get rid of the carbonyl under these conditions. Any hints
1. Protonate ketone
2. Attack with OH in carboxylic group
3. Proton transfer to the hydroxyl
4. Elimination by the oxygen to form the oxonium (or spontaneous water loss but I was always taught elimination)
5. Attack by methanol and acid base deprotonation
6. Now we have lactone and I’m stuck
The lactone is actually correct. Nice catch! I made a mistake on the image. But if you get the oxygen removal, you get extra points for sorcery!