5.3 Molecules with Multiple Chiral Centers | Enantiomers, Diastereomers, and Meso Compounds

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5.3 Molecules with Multiple Chiral Centers | Enantiomers, Diastereomers, and Meso Compounds | OChem

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Chad's Prep

Күн бұрын

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@marysharkoff2415 Жыл бұрын

This entire ochem series is so incredibly helpful. Thank you!

@ChadsPrep Жыл бұрын

Glad to hear it's helping you out Mary!

@RazaUllah-t3x Ай бұрын

A great teacher across the globe, indeed!

@ChadsPrep Ай бұрын

Thank you

@tomasquintero4911 3 жыл бұрын

This video restored my hope in being able to understand stereochemistry. Thank you!

@ChadsPrep 3 жыл бұрын

You're very welcome Tomas! So much vocabulary in the chapter and then there are the ways we recognize the different isomeric relationships all of which can make it very complicated. Glad you found this helpful!

@kaushikumarihami1982 2 жыл бұрын

Hi Chad. I dont know how much I should thank to you for making very convincing amazing video. I taught this yesterday at my class. I was so overwhelmed, cuz I got nothing there yet the confusion. But you made me become confident in this section. So thanks to you I might face my exam end of this month with confidence. Hats off for you kind, generous good deed

@mountcarmel7116 2 ай бұрын

My OC professor doesn't trust anyone but you. Good job!

@ChadsPrep 2 ай бұрын

Thank you

@RazaUllah-t3x Ай бұрын

I am also trusting on Teacher Chad's teaching.

@ChadsPrep Ай бұрын

@@RazaUllah-t3x Happy Studying!

@Peegeewannabe 11 ай бұрын

don't know what i'd do without you mr. chad !!! seriously, thank you so much.

@ChadsPrep 11 ай бұрын

You are very welcome.

@kassandracarrillo981 6 ай бұрын

Thank you Chad. I have been struggling by learning with just my professors lectures, and you have changed my life. You definitely accomplished your goal of making orgo chem enjoyable! it feels like a fun game now and just trying to understand its rules. Without you I wouldn't be where I am today. You are amazing!!! you inspire so many students to keep learning !

@ChadsPrep 6 ай бұрын

Glad the channel is helping!

@SewueseVivian 9 ай бұрын

I just love it when you say life is good. You make life seem good by just breaking all of this down in simple terms one can understand. Thank you so much💯💯💯

@ChadsPrep 9 ай бұрын

Glad to hear it - you're welcome and Thank You.

@oshinshukla8527 3 жыл бұрын

This is so helful! i couldn't thank you enough. I hope more people find your channel, you are so underrated

@ChadsPrep 3 жыл бұрын

Glad it was helpful, Oshin - thanks for your comment!

@Jennifer-pi6ty 4 ай бұрын

Thank for taking the time do make this video!!! It helped so much😊

@ChadsPrep 4 ай бұрын

Very welcome!

@jocelynekoudou5174 2 жыл бұрын

Another wonderful video! Seriously, thank you so much for all you do, you're actually making these concepts fun to learn!

@ChadsPrep 2 жыл бұрын

Glad to hear it, Jocelyn - Happy Studying!

@idek652 5 ай бұрын

Chad. Thank you so much for all you have done! Your videos are of an amazing caliber and you have done an excellent job of helping me with orgo. May God bless you and keep you safe

@ChadsPrep 5 ай бұрын

Thank you for such kind words - He does and hope the same for you!

@user-pj5bk7ds8u 5 ай бұрын

Thank you for the explanation of "Meso" 👍 Enjoyable learning time 👍

@ChadsPrep 5 ай бұрын

You bet - glad it was!

@_leonora_a6400 4 ай бұрын

I am honestly so grateful, I came across your page. I have exams soon and I have now gained the confidence. Thanks a lot!!!

@ChadsPrep 4 ай бұрын

Glad you found us!

@fereyal 10 ай бұрын

I love these incredibly helpful videos... thank you so much Mr. Chad😁😁😍

@ChadsPrep 10 ай бұрын

You're welcome - Glad you do!

@suhaylakamarudheen704 Ай бұрын

Hi Chad! Could you please explain why you flipped the molecule at 5:20 (the blue drawing)? Did you flip it, so we can see that they both have wedges (hence their enantiomers)? But the ones on the bottom are diasteriomers as they’re not superimposable images to the molecule? (Ie. they have one wedge and one dash) Thank you so much Chad. I’ve been watching your videos since I was in my first year of undergrad!!! My favourite channel on KZfaq!

@ghazalmehrvarz5012 2 жыл бұрын

I feel bad that I have missed your channel so far :( I coul've saved a ton of time and confidence.

@ChadsPrep 2 жыл бұрын

Glad you finally found us, Ghazal - hope it helps you now. Happy Studying!

@christophefreslon2488 5 ай бұрын

Thanks for this very eductionnal lesson...even if you speak really fast for a non-native speaker...but that's surely the testimony of your passion for chemistry :-) By the way, I like your tee-shirt, you can only be a good man with this 😀

@ChadsPrep 5 ай бұрын

Thank you for your kind words, and if my fast paced passion for chemistry gets too fast, slow down the playback speed under the settings. Happy Studying!

@karinaburgess3989 9 ай бұрын

Getting A’s because of this invaluable content. Thank you x1000

@ChadsPrep 9 ай бұрын

Great to hear - You're welcome x1000!

@Bulayla1426 2 ай бұрын

Congrats on 100k

@ChadsPrep 2 ай бұрын

Thank you!

@VerenaKing 2 жыл бұрын

A perfect explanation! Thank you!

@ChadsPrep 2 жыл бұрын

You're welcome, Verena!

@cfskotbk9823 10 ай бұрын

Love this guy he’s the only thing getting me through ochem right now 😂

@ChadsPrep 10 ай бұрын

Glad the channel is helping you!

@jessicaneamtu9053 10 ай бұрын

Thank you for such a good explanation!

@ChadsPrep 10 ай бұрын

You're welcome - Thanks!

@rebeccaobewu5980 Жыл бұрын

This was really helpful thanks 😊

@ChadsPrep Жыл бұрын

Glad to hear it, Rebecca - you're welcome!

@mahaalbreiki9198 10 ай бұрын

Thank you so much!!!

@ChadsPrep 10 ай бұрын

You are most welcome.

@Crazymachin3gun 8 ай бұрын

thx

@ChadsPrep 8 ай бұрын

@user-in6jz8ik6y 7 ай бұрын

you are >...my whole proffeser

@ChadsPrep 7 ай бұрын

Glad the channel is helping you.

@radicalpisces 10 ай бұрын

why are the R AND R for bromine and S and S still enantiomers?

@komalchahal9671 9 ай бұрын

@15:12 isn’t the molecule on lower left side is R and S, when configurations are not matched?

@jaiagrawal9963 Жыл бұрын

I have a doubt at 15:25 those two compounds are enantiomer even though they have a center of symmetry. Why?

@bethanyharrison3310 10 ай бұрын

Question for you sir: Imagine if we’d been looking at the mirror image (through the plane of the board) of the very last example (which was (2R,3S)-2-chloro-3-methylhexane just as a reminder). This would render the stereochemistry 2S and 3R. So my question is: do we now list these numerically or alphabetically in the name’s starting parenthetical? (I’m suspecting alphabetical since IUPAC loves the alphabet)

@moawiahalbasyoni6229 Жыл бұрын

thank you man i love you

@ChadsPrep Жыл бұрын

You're welcome!

@MrYahya0101 3 жыл бұрын

You said diastereomers are those that are not mirror images. Would that include the same molecule with a rotation around one of its bonds for example I think in cis trans diastereomers, there is only rotation and no inversion of configuration? What about the same molecule (no rotation, no inversion). Would that be its own diastereomer? Thank you.

@MadunaTjeketsi Жыл бұрын

you are the best

@ChadsPrep Жыл бұрын

Thank you.

@Kenzo_254 Жыл бұрын

When you talk about calculating number of stereisomers do you mean number of enantiomers? Because you have got me mixed up.

@user-uu2st6pj3l 3 ай бұрын

Goat

@ChadsPrep 3 ай бұрын

Thank you

@jibraankhan9667 3 жыл бұрын

Is blue structure of (2R,4S)-2-bromo-4-chloropentane identical to the structure with two hash bonds @ 5:40?

@shim525 Жыл бұрын

Sir, I have a question for meso compounds. Cis-1,4-dichlorocyclohexane is a meso or not? It has two stereocenters in the molecule with a plane of symmetry and its mirror image is superimposable, but it does not have any chiral centers in the molecule. In this case, is it a meso or not?

@reydeleon4091 Жыл бұрын

For your question, it would just be achiral and optically inactive. For a meso compound, there must be both the presence of chiral centers and a plane of symmetry. In this case, there are no chiral centers to begin with so it is just achiral. Hopefully this answer helps.

@benjaminhogan3157 3 жыл бұрын

***love*** better than like

@ChadsPrep 3 жыл бұрын

Thanks for the comment, Benjamin!

@MisterJ34 10 ай бұрын

can you explain at 23:33 when you did R&S how you found that, its tripping me up a little, please and thank you

@ChadsPrep 10 ай бұрын

No problem - so at this point we are looking at the left carbon with Br attached we assign priority based on atomic number so Br = 1, the top carbon is number 2 (because it is closer to the next Br atom than the bottom carbon, bottom carbon = 3 and the H = 4 if you trace with your finger or connect with a pen going from 1 -> 2 - > 3 you are moving clockwise or make in a 'right' (R) turn. So its R, the other carbon makes a left turn = S. Hope that helps!

@ChadsPrep 10 ай бұрын

check this video if you need a refresher on assigning R and S kzfaq.info/get/bejne/pJ-dirl-lbnMhJ8.html

@MisterJ34 10 ай бұрын

@@ChadsPrep i got a B+ on my test your videos are amazing

@ChadsPrep 10 ай бұрын

@@MisterJ34 Excellent and Kudos!

@catar5602 Жыл бұрын

Thx

@ChadsPrep Жыл бұрын

You bet!

@MrYahya0101 2 жыл бұрын

Hey Chad, I assume when rotating the molecule around to see if it has a plane of symmetry, one shouldn't rotate in a way that changes the configuration right? Like, rotating around a chiral carbon may change the configuration and thus the R:S ratio of 1:1? Or does rotating around a bond typically not affect the configuration?

@ChadsPrep 2 жыл бұрын

Great question Youssef and your intuition at the end was correct! If you're just simply rotating around a bond then it won't change the configuration. Nice!

@MrYahya0101 2 жыл бұрын

@@ChadsPrep Thank you!

@ChadsPrep 2 жыл бұрын

@@MrYahya0101 You're welcome!

@MrYahya0101 3 жыл бұрын

If you have 3 chiral centers could that still be a meso compound?

@ChadsPrep 3 жыл бұрын

Yes! It has to have at least 2 and the most common examples you're likely to see have 2 chiral centers but the key is that it has to have AT LEAST 2. Hope this helps!

@MrYahya0101 3 жыл бұрын

@@ChadsPrep But if it has 3 then R+S wouldn't be in same ratio, so it would be optically active no? I also wanted to ask you about the cyclohexane you drew. You drew cyclohexane and said that it has plane of symmetry so it has superimposable mirror image. When you draw the mirror image do we consider the configuration of stereocenters to be reversed, eventhough they are not chiral centers? For non-superimposable mirror images, you can just say that the chiral centers were reversed, but superimposable mirror images have no chiral centers, how would you identify them? Thanks.

@ChadsPrep 3 жыл бұрын

You're exactly right Youssef, meso compounds are only possible with an even number of chiral centers. But they can exist with an odd number of stereocenters. Consider 1,2,4-cyclopentanetriol. Carbon atoms 1 and 2 will be chiral centers. Carbon atom 4 will be a stereocenter but not a chiral center (you can't assign it R/S). If carbons 1 and 2 have opposite configurations (one R and one S) it will be a meso compound. My bad but hope this helps!

@ChadsPrep 3 жыл бұрын

When you draw a mirror image the configurations of stereocenters won't necessarily be reversed. I haven't seen this come up before but if I consider the cyclohexane example and other such similar examples the stereocenters aren't reversed in the mirror image. I really want to say that will always be true, but the use of the word ALWAYS is dangerous. But I'm leaning that direction. Hope this helps!

@MrYahya0101 3 жыл бұрын

@@ChadsPrep Thanks Chad! So some molecules will have plane of symmetry and still not be meso compounds (cyclohexane), and some will not have a plane of symmetry (like the one at 18:30) and still be meso compounds? I mean doesn't that just mean we shouldn't use "plane of symmetry" to identify meso compounds?