To the people who are confused, the 2 nitrogens are NOT chiral centres, in both of the nitrogens the lone paors are delocalised, so they are NOT sp3, but effectively sp2 hybridised ,which is why they are not chiral centres, and the ans should DEFINITELY be 2 chiral centres

I appreciate the effort to help others on KZfaq with this material. The world needs more people like you. However, I feel I have the Onus to help clarify for other viewers That Nitrogen is sp2 hybridized, the lone pair of electron are in a unhybridized p-orbital; it would not be considered a chiral center. There are only 2 chiral centers, and 4 total stereoisomers possible for the molecule you have drawn. If people left this video thinking that the Nitrogen with the long pairs was a chiral center: They are going to do very poorly in O-Chem.

I think Nitrogen Is not considered here as a chiral center, as Its lone pair is delocalised due to resonance. This question came in JEE (Main) 2020.

i guess some of us mistaken chiral 'centers' as chiral 'carbon' ? I'm new to biochemistry, thanks for explaining, your video is very helpful :))

I appreciate that you also considered O to be a possibility. I have watched 10 videos so far and none addressed that.

I thought the N would not participate in the evaluation because it is connected to a sp2 hybridized carbon atom...idk, I am currently practicing with a very similar molecule and the correct answer on it does not include the nitrogen. Im confused

But The 2 Nitrogens Are In Conjugation.. So They Are Planar Right?..So They Cant Be Considered As Chiral Centre, Right?

i though it was 4 different groups around a C atom, so why are you counting the Nitrogen part

This video was awesome!!!!!! I wasn’t struggling with finding the chiral centers; I was struggling with determining what they were attached to. You broke it down beautifully and I understand now. Thank you!

there is ONLY 2 chiral centers, the N does not count as chiral center. the chiral centers are considered those 4 different groups attached ONLY to Carbon

My Orgo professor taught us heteroatoms can be chiral. Nitrogen can be chiral and change its hybridization. It's just confusing so most curriculums don't teach it. On my last exam I DIDNT indicate nitrogen chirality and lost points lol.

very nice voice. thank you from Nigeria

Very nice explained

Thank you so much for this video, getting ready for Chem lecture in 45 min and you just saved my brain! Really appreciate it!🙌🏽

looking for a video like this about half an hour now. thx man

I LOVE THE EXCITEMENT IN YOUR VOICE WHILE LOOKING FOR THE CHIRAL CENTERS. 12 OF 10!

I mean to say the Nitrogen that is connected to the Hydrogen

thank you sir, your videos have helped me a lot.

It was very helpful thank you so much. The textbook explains this in terms of mirror images that is no not intuitive

Due to resonance the nitrogen is an sp2 trigonal planar and not a tetrahedral. Therefore, not a chiral center

The best teacher ever

doesn't the nitrogen thing show some kind of inversion or is not relevant to chiral center

My chemistry teacher said to not count the nitrogen, unless it's a quaternary amine with 4 other groups. I am very confused.

It is 5 excluding NH. Because of Umbrella Inversion, NH loses it's chirality whereas, Cyclic N posses chirality.

apparently, nitrogen is not chiral since I've got my test back and got the question wrong =(

nitrogen can't be chiral they are called groups not things this is not penicillin V the "square thing" is called beta-lactam ring

Seen once. Shall be seen again. Great vid.

I disagree The nitrogen in form of amide which is not basic The lone pair electrons are delocalized away from nitrogen by reasonance So the two N atoms are non chiral at all There's 3 chairal centers of 3 carbon atoms only And you misaked by forgetting to add carboxylic group on the beta lactam ring which is essential for activity

I think this is wrong. I thought that chiral centers are atoms that are connected at least four different atoms or atom groups? Also when google this Penicillin, there are not any other example, where nitrogen is chiral...

Can you tell whether it is R or S for those chiral atoms apart from the top-right carbon in the square just by looking at this structure diagram?

Makes so much more sense now, after listening to multiple people explain it and watching a few videos, this makes it clear.

Thanks for the helpful video.

Awesome! Really helped me a lot to revise chiral centre concept......!!! Thank you bro..

Thank you for your hard working

Thanks a lot ... Love from India💞💞

I thought Chiral Centers related to Carbons only? My textbook definition: A "carbon" atom surrounded by four different groups ????

Nate your the man.

Nitrogen is not chiral center because Nitrogon inversion occurs!

appreciate your work to help others.... but your answer is wrong..... this molecule given by you has only 2 chiral centers......... 4 stereoisomers...... N atom of two amide groups are sp2 hybridized as C=N bond has partial double bond character ....... therefore N atoms are not chiral........ this molecule look like penicillin but lacks COOH group..... if you get it you will find 3 chiral centers........

Really good explanation.. Thank you

So informative

Thanks man, that helped me in Pharmacolgy

video was really helpful , PS; nitrogen group not chiral

How many chiral centre have atropine

Thanks to you sir🙏

can u explain how many optically active product can be obtained due to the monochlorination of Methyl cyclohexane.

How can we find the no of sterio isomers in same structure

But what about quantum tunneling in the nitrogen doesn't that prevent it from inverting therefore stop it from being chiral?

Thanks. Very helpful.

chirality is a character related to only carbon not any other atom

Thank you so much 🌺❤

The nitrogen is not chiral!

wrong, both nitrogens are not a chiral centre because there will be resonance between nitrogen and c=o which is atteched at the adjusent position.

So does this mean when searching for chiral centres we can dismiss all double bonds?

Thank you very much for your explanation

the answer guide in my text says this is incorrect.

Thank you for this video, but I don't think Nitrogen is a chiral center.

Thanks alot this video has helped alot

How do you know that the Nitrogen has 2 lone pairs instead of 2 hydrogen bonds?

excellent explaination sir

Thanks a lot.... Really It's so helpful video 📹

this is penicillin V structure missing the COOH

How many diastereomers can be in this molecule ?

Very very good thanks for this Video

What if it has A double bond with oXygen and a bond with H and A bond with C

Still valuable knowledge

The are absolutely no chiral centres in any molecule, they are called stereogenic centres. A non chiral molecule may contain stereogenic centres however. Stereogenic centres can be identified at glance, chiraltiy defined by asymmetry is more involved, but to put it simply if you can find a plane of symmetry, it's not chiral. With this molecule it's easy though, you can immediately see reflecting this molecule through the plane of the paper would change the position of that sulfur.

Yes, it helped me lot. Thank you!

Thank you so much sir. It was very helpful.

Can we also call it a stereogenic center?

The vidio is of 2015 but this help me on 2020

Thank you so much!!

4 different things 4 different Death Stranding trailers

Thank u so much. It was really helpful :)

Thank you so much for helping...

This video has helped me a lot..thank you! :)

Could anyone name this molecule pleeeeeeeeeeeeease?

You sound kinda like Tom Cruise...

N ni hoga chiral vo resonance mai hai

Smart way!

A lone pair of hydrogen and a hydrogen is the same thing so Nitrogen is not chiral

GUYS...NITROGEN CANNOT BE CHIRAL CENTER...ONLY CARBON... CHIRAL CENTRE IS DEFINED AS SP3 HYBRIDISED CARBON ATOM👈 (only carbon) WITH FOUR DIFFERENT ATOMS OR GROUPS BONDED TO IT....

This came in my exam

Tat nitrogen attached to hydrogen is not chiral cuz nitrogen undergoes rapid inversion!

thank you :>

thank you ❤️

This has got to be one of the worst scientifically inept videos ever! Firstly, the intended Penicillin V structure is incorrect as it lacks a carboxylic acid group at chiral centre C2 on the bicyclic 4-thia-1-azabicyclo[3.2.0]heptane ring. Secondly, a lone pair on an amide nitrogen does not count as a substituent when determining if a centre is chiral. Ring C5 and C5 carbons are chiral, as they are each attached to 4 different groups. That's 3 chiral centres. The ring atoms should have been numbered. Note also, the correct spelling of the word "centre."

now it is esay . thank you

thank you

Thank you!!!

THAAAANKYOUUUUU 💖💖💖

thanks it helped a lot

Isn't it asymmetrical

Thank you

Thanks a lot man!

Thanks a lot ;)

Love from India🇮🇳🇮🇳🇮🇳

Thank you

gold

شكرا.الشرح واضح جدا