Trick for Determining EDG or EWG
A trick for figuring out if a group is electron-donating or electron-withdrawing (except for halogens), and the chemical basis behind the trick. Discussion of how EDGs and EWGs affect electrophilic aromatic substitution.
Пікірлер: 152
Your trick doesn't work for N=O
@MolecularMemory
6 жыл бұрын
You're correct, it wouldn't! But, I don't think a nitrosobenzene can actually participate in EAS. Nitrosobenzene is very reactive at the N=O group-it can undergo nucleophilic addition similar to a carbonyl AND the nitrogen lone pair can act as a nucleophile. However, there are (to my best knowledge, thanks for encouraging me to have a fun little literature search today) no reported EAS reactions of nitrosobenzenes. I'm thinking that the Lewis acidic conditions for EAS are not compatible with this group. The N=O group readily dimerizes, and I think a Lewis acid might promote that reaction well before EAS could occur (pubs.acs.org/doi/abs/10.1021/ja00827a021). I did find that someone asked this question in a problem that wound up on the internet (someone answered it on Chegg) but I'm not sure we need to worry too much about this group for EAS. Thanks so much for posting! I really enjoyed thinking about this one :)
@vedaantverma2649
6 жыл бұрын
Molecular Memory sorry but it does participate in EAS! I have examples....thanks for replying!
@MolecularMemory
6 жыл бұрын
Oh man-I must have missed it! I was only using Google Scholar because it was Sunday and I don't have SciFinder access off campus. Please post a reference for me! I have to see these conditions. :) Thank you!
@MolecularMemory
6 жыл бұрын
Crazy this did not come up in any of my searches yesterday (I was using keyword nitrosobenzene, and this didn't get anything until I dropped the "benzene")! I just found a synthesis of a para-subs nitrosobenzene in "Science of Synthesis." Doesn't seem like an efficient reaction-have you done this in the lab? Thanks for teaching me something!! :)
@vedaantverma2649
6 жыл бұрын
Molecular Memory no I haven't done it in lab but I referred many books for this...!!! Your video really helped thanks alot and I can't teach I'm only 16 😛....just kidding!!
Thank you so much, this makes recognizing different reaction patterns so much easier
You literally saved my Pharmacy undergraduate studies. Thank you so much. Now medicinal chemistry is x10 easier.
@MolecularMemory
6 жыл бұрын
Great to hear! Thank you for watching.
@yepyep2558
3 жыл бұрын
exactly the same here
@kushpatel3861
2 жыл бұрын
DUDE SAME!! What a coincidence that this helped me for my MED CHEM class in my PharmD hahah :)
@bhavyachoudhary2321
2 жыл бұрын
@@kushpatel3861 hi are you doing your PharmD from Indi
@kushpatel3861
2 жыл бұрын
@@bhavyachoudhary2321 Nope, in Canada at the University of Alberta
the way you made this entire topic easy, im so grateful thank you
how can i express my love for you. this was 10x more useful than anything my university lecturer was capable of explaining
This may be one of the best videos I’ve ever watched. I can explain how much difficultly I’ve had trying to work with this
THANK YOU for making this video. This trick really helped me. I REQUEST you to make more videos with tricks if you are wished to , but i really got benefited by this video.
This is a thing of beauty *chefs kiss* Thank you for your time making these videos!
This is such a great way to explain EDGs/EWGs. Thank you!!
There's no words in my heart to expression your help to me with mine confusion clarification. Just I can write THANKS
No one had taught me so well until now Thank you so much
This is the best explanation I´ve ever heard! Thank you
i like how slowly you go. Super helpful!
It was amazing ....I was very confused and now it's all clear... thanks mam ♥️
This makes my Organic Chem II midterm study SO much easier thank you QQ
extremely helpful, cleared up this basic concept thank you
If I could know you early... Your explanation is much simpler than any doctor... God bless u... thank u so much🥰🥰🥰
Thank you soooooo much.. M preparing for medicine entrance it helped me very much to understand the other topics ..love you!! 💓
This is awesome! my lazy orgo professor keeps teaching half the material we need to actually understand stuff and then starts randomly talking about things she never bothered to explain. EWG and EDG are one of those examples and today she just started throwing those phrases into lecture out of nowhere.
This was very clear and helpful, thank you
Thank you so much for this explanation! It finally cleared out my doubts about this topic :D
Thank you!!! This made so much sense
I have never made a comment on a video before, although I have given thumbs up or down. EAS was kicking my butt and I was so frustrated not being able to figure it out. Thank you so much for this video........
@MolecularMemory
6 жыл бұрын
Thanks for leaving me a note! I'm happy to hear my explanation helped you.
THANKKK YOUU FROM THE BOTTOM OF MY HEART 🥺❤❤
Wow that was a great lesson! And in only 8 minutes!
EXCELLENT explanation. God bless you.
the video is seriously a great help
Thank you very much mam before seeing your video i was. Nothing in chemistry but now i have mastered
Thank u very much mam really you cleared my biggest doubt.....😊your videos are really helpful....lots of love from India
Excellent explanation . Thank you ma'am 👍🏼👍🏼
Thank You So Much..this really helped me!..keep it up!
Thank you so much, you made my day.
Couldn't find a better explanation :), thank you! But briefly, how do you explain the difference between induction and resonance?
Thanks a lot for this wonderful explanation.😃
Thanks a lot!!! This video literally saved me from memorizing these groups using acronyms....😜
Omg I freaking love you. Thank you so much for this video. I think I am only going to watch English content from now on for studying because these videos are so much more helpful than the German videos that are on KZread 😂
Thank you so much for this video you explain the topic so well.
thank you very much your explanation is amazing
Wow this is so clear thanks!
Thank you for explaining the concept so clearly. However, can I ask about just a halogen bonded to the benzene? It’s electron donating (so ortho para directing) but yet it weakly deactivates the ring.
@MolecularMemory
5 жыл бұрын
At the end of the video, it links to a follow up video, which has just the information you're looking for. Thanks for watching!
Extremely AMAZING..
This is soooooo useful..... Thank u so much!
@shanemichael9011
5 жыл бұрын
Been studying orgo chem on spare time (odd as that may sound) for the past couple of years. This video was very helpful providing an easy way to remember the EDG and EWG on Benzene rings. And in this subject, memory recall is very important. Thanks !
extremely helpful, thank you, ma'dam
Thank you! Perfect video
Thank you so much.. I really have a tough time to memorise those EWG EDG and ortho meta position since I don't understand the concepts...Tqvm
Love you for this
U clarify my unique problem
Best explanation
Please make a video about +R and -R effect
Wow absolutely helpful 👍.
It's really helped a lot to me thans ❤️
Thank u a lot.. it helped me!
U cleared all my doubts....😘😘😘
Thank you so much !
Nice explanation 👌👍 thank u 💐😄
Extremely helpful mam thank u
Thanks. ...that was useful. ...😊
Love from india...
Nice. well done
Superb!!!!! 👌👌👌
Thank you💗
Can u tell me the expansion of octet??
Thankyou so much🙏❤️
Nice!
u saved me.....thank u so much
Tnq so much it helpd
Ma'am methoxy is given as EWG in my textbook.....is there something wrong in my text??
It clear ,all my doubt love u from my heart❤️❤️❤️❤️❤️❤️❤️❤️❤️😓
Please try to make a video based on ELECTRON MIGRATION effects..
first you said that EWG is meta director but in your example (A) that was EWG but you show that is also para director if i say any wrong then please explain me that portion
thank you
very nice video
Thanks!
Thank you Molecular memory 🙏
nice one
It's perfect
thank u miss
Mam wt abt OAc group and Och3 group
Tqqqqq soooo muchhhhhhh😘😘😘😘
what happen if y is -ve ly charged ?
Thanks
Awesome thank
masha-Allah how can this amazing teacher explains this just within 8.09 minutes? omg you're so blessed..thanks a lot!! your video is very helpful. I wish you have a great day! I was like 'thank God, I met her'
@Brilliance53
2 жыл бұрын
Wow you are a good girl 😜🙂
Will it work only when we do Electrophilic aromatic substitution?
@MolecularMemory
5 жыл бұрын
The directing effects are for EAS. However, this analysis will work to tell you if any group is electron donating or electron withdrawing. Thanks for watching and leaving me a question!
Where is the follow-up video about the strengths of EWG and EDGs? :o
@MolecularMemory
6 жыл бұрын
I still need to make this one! Thanks for watching!
Mam your voice i like it👍 And also you teaches best ❤️
@vedant8002
3 жыл бұрын
You English best
nice
please made video on inductive or mesomeric effect
@MolecularMemory
6 жыл бұрын
This is a great idea! I'm looking for ideas of what to do next and I appreciate your comment.
@vashishtcreations3244
6 жыл бұрын
Molecular Memory ..... thanks dear 😊😊
excellet!
Thanks a lot 😃😃😃
Finally!
What about HC=O ? EN of C is less than O but more than H
@MolecularMemory
4 жыл бұрын
The oxygen wins here, and aldehydes are EWG. Hydrogen is less electronegative than carbon, but just slightly. Hydrocarbons are considered to be nonpolar, since the electronegativity difference between C and H is not very much. Thanks for a great question!
If Y is more electronegative then Z it is electronwithdrawing group and if Z is more electronegative than Y then it is electrondonating group i think this is the right one
Why EWG is ortho-para directing? did we say not EDG are ortho-para directing? EWG should be meta directing.. ı am confused
Wow.
♥️♥️♥️
It dosent work on OH group
@MolecularMemory
6 жыл бұрын
OH is a strong ortho/para director. If we apply the trick: oxygen is bound directly to the ring (electronegativity of 3.5 on the Pauling scale) and it's bound to hydrogen (electroneg = 2.1). So oxygen is bound to hydrogen, which is LESS electronegative than itself; this makes the group is electron donating. HOWEVER, oxygen is inductively ("through bonds") electron withdrawing. BUT, when you have an inductive effect and a resonance effect, the resonance will "win" over the inductive effect in general. So, the trick still works with OH, and it is an ortho/para director. Does this make sense? Were you thinking about the inductive effect? Let me know if you have a follow up question!
Wow
I love you
Maximun edg in following 1 -coNH2 2 -NHCH2COCH3 3 -NHCOCH3