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.

[@vedaantverma2649]

Your trick doesn't work for N=O

[@MolecularMemory]

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]

Molecular Memory sorry but it does participate in EAS! I have examples....thanks for replying!

[@MolecularMemory]

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]

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]

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!!

[@chrisjohnson1196]

Thank you so much, this makes recognizing different reaction patterns so much easier

[@badercriss]

You literally saved my Pharmacy undergraduate studies. Thank you so much. Now medicinal chemistry is x10 easier.

[@MolecularMemory]

Great to hear! Thank you for watching.

[@yepyep2558]

exactly the same here

[@kushpatel3861]

DUDE SAME!! What a coincidence that this helped me for my MED CHEM class in my PharmD hahah :)

[@bhavyachoudhary2321]

@@kushpatel3861 hi are you doing your PharmD from Indi

[@kushpatel3861]

@@bhavyachoudhary2321 Nope, in Canada at the University of Alberta

[@fatts96]

the way you made this entire topic easy, im so grateful thank you

[@sydneypenrose9573]

This is such a great way to explain EDGs/EWGs. Thank you!!

[@rickyl7442]

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

[@cjcjesse]

how can i express my love for you. this was 10x more useful than anything my university lecturer was capable of explaining

[@bristol1946]

This is a thing of beauty *chefs kiss* Thank you for your time making these videos!

[@myprettygirl91]

i like how slowly you go. Super helpful!

[@Giridhar_R]

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.

[@praveenkhare5112]

No one had taught me so well until now Thank you so much

[@MrKaravaj]

This is the best explanation I´ve ever heard! Thank you

[@AbhinavSingh-qk4so]

There's no words in my heart to expression your help to me with mine confusion clarification. Just I can write THANKS

[@asutoshmishra8380]

extremely helpful, cleared up this basic concept thank you

[@rd7963]

It was amazing ....I was very confused and now it's all clear... thanks mam ♥️

[@bjensen6810]

This was very clear and helpful, thank you

[@narsasak]

This makes my Organic Chem II midterm study SO much easier thank you QQ

[@hannahschannnel9636]

Thank you!!! This made so much sense

[@axlblazeauthor]

the video is seriously a great help

[@booyah211]

Thank you so much for this explanation! It finally cleared out my doubts about this topic :D

[@marlonrezash4752]

Wow that was a great lesson! And in only 8 minutes!

[@sahildhindsa8763]

EXCELLENT explanation. God bless you.

[@zero-one3599]

If I could know you early... Your explanation is much simpler than any doctor... God bless u... thank u so much🥰🥰🥰

[@simonsays5094]

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.

[@archanamujumdar1676]

Thanks a lot for this wonderful explanation.😃

[@anushkasaxena5257]

Thank You So Much..this really helped me!..keep it up!

[@Daxdikooo]

Thank you so much, you made my day.

[@kukatlanandithayadav90]

Thank you soooooo much.. M preparing for medicine entrance it helped me very much to understand the other topics ..love you!! 💓

[@iTechProductionsmh1]

THANKKK YOUU FROM THE BOTTOM OF MY HEART 🥺❤❤

[@kalkidanberhanu7708]

Wow this is so clear thanks!

[@abhilashsahu9240]

Excellent explanation . Thank you ma'am 👍🏼👍🏼

[@NgocMyNguyenThi-bk9it]

extremely helpful, thank you, ma'dam

[@monaabdelkareem5709]

thank you very much your explanation is amazing

[@nourseenajamy7]

Extremely AMAZING..

[@madelainerose5558]

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 KZbin 😂

[@lamiahsalim2233]

Thanks a lot!!! This video literally saved me from memorizing these groups using acronyms....😜

[@tasneemmousa4810]

Thank you! Perfect video

[@officehubk8882]

Thank you very much mam before seeing your video i was. Nothing in chemistry but now i have mastered

[@kiranpandey6231]

Thank u very much mam really you cleared my biggest doubt.....😊your videos are really helpful....lots of love from India

[@kenmagee8690]

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]

Thanks for leaving me a note! I'm happy to hear my explanation helped you.

[@zamanmakan2729]

Couldn't find a better explanation :), thank you! But briefly, how do you explain the difference between induction and resonance?

[@idonthavethink1825]

Love you for this

[@karunyareddy1458]

Wow absolutely helpful 👍.

[@miaricciardi-kling9582]

Thank you so much for this video you explain the topic so well.

[@user-qo6fp8ej2i]

This is soooooo useful..... Thank u so much!

[@shanemichael9011]

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 !

[@devarajuppuluri501]

U clarify my unique problem

[@jayeshsonawane1890]

It's really helped a lot to me thans ❤️

[@zaheenanwar7947]

Best explanation

[@indian4616]

Thank u a lot.. it helped me!

[@rohitpyngottu6066]

Nice. well done

[@mousam8719]

Thanks. ...that was useful. ...😊

[@atenalbert7576]

Thank you so much !

[@rangakumarithota5408]

Nice explanation 👌👍 thank u 💐😄

[@humezafirdaus8211]

Superb!!!!! 👌👌👌

[@HJ-wm8qi]

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

[@bhadragiri5802]

U cleared all my doubts....😘😘😘

[@vasumongam4936]

Extremely helpful mam thank u

[@rajsanap842]

Thank you💗

[@777osbaldo1]

Nice!

[@garima__sri]

Thankyou so much🙏❤️

[@iamDBK]

u saved me.....thank u so much

[@alexlu6920]

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]

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!

[@ritubisht2048]

Tnq so much it helpd

[@slendrmusic]

Thanks！

[@gauravsuyal4456]

Love from india...

[@ryngkatdohtdong1408]

Please make a video about +R and -R effect

[@savage-xx8hh]

It clear ,all my doubt love u from my heart❤️❤️❤️❤️❤️❤️❤️❤️❤️😓

[@kyunki3796]

nice one

[@panguluri100]

very nice video

[@ilyassalmon9513]

thank you

[@vamsikrish2]

Please try to make a video based on ELECTRON MIGRATION effects..

[@nomadgamercao1177]

Ma'am methoxy is given as EWG in my textbook.....is there something wrong in my text??

[@gbpunjabi5301]

It's perfect

[@BiswajitMondal-ne1cq]

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

[@mbibi]

Awesome thank

[@akhilareddy9648]

Tqqqqq soooo muchhhhhhh😘😘😘😘

[@juneddadel9369]

thank u miss

[@atmadeepsen4854]

Thank you Molecular memory 🙏

[@Qwerty-qm4yt]

Can u tell me the expansion of octet??

[@dhruba6044]

Thanks

[@jatindervirsingh4850]

nice

[@Diana-xm8ib]

excellet!

[@jeeaspirants2161]

Mam your voice i like it👍 And also you teaches best ❤️

[@vedant8002]

You English best

[@Devraj-ny5bc]

what happen if y is -ve ly charged ?

[@userr_aa]

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]

Wow you are a good girl 😜🙂

[@abhinavm9685]

Thanks a lot 😃😃😃

[@snehad9224]

Mam wt abt OAc group and Och3 group

[@namjoonpark5309]

Finally!

[@winnielygamer]

Where is the follow-up video about the strengths of EWG and EDGs? :o

[@MolecularMemory]

I still need to make this one! Thanks for watching!

[@SarthakKumar]

Will it work only when we do Electrophilic aromatic substitution?

[@MolecularMemory]

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!

[@zehragulsever8566]

Why EWG is ortho-para directing? did we say not EDG are ortho-para directing? EWG should be meta directing.. ı am confused

[@nish9421]

Wow.

[@vashishtcreations3244]

please made video on inductive or mesomeric effect

[@MolecularMemory]

This is a great idea! I'm looking for ideas of what to do next and I appreciate your comment.

[@vashishtcreations3244]

Molecular Memory ..... thanks dear 😊😊

[@lavishkumar3595]

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

[@spacex936]

♥️♥️♥️

[@devadharshini9069]

What about HC=O ? EN of C is less than O but more than H

[@MolecularMemory]

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!

[@easwaramoorthythiyagarajan5941]

👏👏👏👏

[@raht9578]

Wow

[@avinashsharma5741]

Maximun edg in following 1 -coNH2 2 -NHCH2COCH3 3 -NHCOCH3

[@userr_aa]

thanks again, now i can sleep