Stereochemistry: Meso Compounds, Diastereomers
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- เผยแพร่เมื่อ 12 ก.ย. 2024
- Meso soup! Here we will see how compounds with multiple stereocenters may be achiral overall, if they have an internal plane of symmetry (meso compounds) or an inversion center. In addition, we will define and discuss diastereomers. Now where's that soup...
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Dave you beautiful wealth of knowledge. All of my tuition should go to you, you're better than my professor hands down.
i just wanna tell you u saved my life ..Thank u so much ..i had stereochemistry exam today and thanks to ur explanation i succeeded it
Wow, it took me a week to try to understand what a diastereomer was based on lecture notes, libretexts, etc but you explained it in 15 seconds with a definition that made SO much more sense. Thank you!
Are u in school or are you preparing for some exam?
@@knownstranger2570 yes lol I was. 4 years ago lmao
Thanks Dave, I'm studying for the mcat and these explanations you have are great and click so well when I'm reading the prep books.
so did u pass
How was your mcat
@@KoToKo90cHaN lol no reply 3 years from his comment.
Update? Dr yet?
@@lemickey4204 currently in residency : )
This is the best explanation of optical isomers I have seen so far :-)
You are the voice of the ORACLE of organic chemistry
I've been having a tough time understanding this off the bat and this video has cleared a lot of things up, thank you Professor Dave!
You make o-chem concepts very digestible! Great stuff professor dave!
That was amazing, thank you so much! My orgo book never even mentioned the concept of an inversion center...
your are the best professor
I'm studying for my chemical engineering board examination and your videos really helps me to review the chemistry concepts. :) Good job sir!
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Thank you for the best miso soup!!! Its the best miso I had. I wish you could able to offer private tutoring! Your videos are helping me so much!!! Thank you so much!
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No one compares to Jesus in anything
That was so good, You are a life savior!!! Thank you Dave!!!!
i wish i had discovered your channel a couple years ago that would have been such a help. some of the things I never understood then I'm getting them now because of these videos thank you so much for your effort and your teaching is flawless!!!
fantastic explanation. i was sitting here spinning my wheels when it came to meso compounds and inversion points. your method of reflecting the molecule across a mirror and then rotating it 180 degrees prior to comparing it with its parent really clicked and has made this material painless. your visual explanation of inversion points was spot on as well. thanks.
Studying for Mcat, thanks for clarification of diastereomers.
RT M u in med school?
Did u clear??
You are no doubt the best professor that exists.... According to me at least.......a big salute to you.
This video is solid gold
you make organic chemistry look so easy...thanks
where can i get more biomedical tutorials
check out my biochemistry series!
I don't have enough words to say how thankful I am to you professor Dave. Thank you very much ✨
Thank you so much for explaining this to me. Was confused, but now it's made clear. You sir, have saved me a lot of time and stress. THANK YOU!
Professor Dave, You are the best!
i never knew that breakbot is also good at organic chem. anyway you da real mvp, greetings from Indonesia
Thank you for this, and thanks for captioning
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every day when I come home from school I watch one of these videos and I am always curious to what's new on the board at the beginning of hte video.
This is the video I was looking for, you save my life and probably my next organic chem exam :)
SO CLEAR. you have the incredible gift of teaching and explaining
can i hug , u saved the ploblem in my head that my teacher coundnt solve, MUCHAS GRACIAS
You are great at organic Dave sir
Hi Dave! I have a question regarding the diastereomer part. My first question is - Why didn't you write -Br on the left side and -OH on the right in the mirror image of the molecule? And my second question is - Do the wedge bonds become dash bonds and vice versa in their respective mirror images? If yes, then, why?
Thank you so much for the video! May God bless you!
Thank you so much!
It's really helpful
and of course I subscribed your channel.^^
i love you i cant thank you enough after 2 years i get this!!
Thank you so much, you're one of the best channels of chemistry I know. Thank you so much again.
not me watching these videos right before the exam
I Am watching ur vedios from India, Ur explanation about this topic is be easy to understand thank you so much sir
thanks man
this helps a lot
I'm in love
+Nathalia Ferraz my great pleasure!
good
Subscribed, thank you so much it helped me a lot.
Beautifully explained, thank you!
Thank you 😊
ive been trying to get that since my first year of medschool. thank you
show off lol
you explained this so well. thank you so much
I like this - it’s all very clear.... except for what did you mean by rotate 180 degrees at the beginning when discussing trans 1,2-dicholorocyclohexane? I can’t seem to see it (although I can see there is no plane of symmetry within the compound, making it not identical to its mirror image ). Did you mean flip it over ? rotate?
Totally came in clutch for an Oxford interview!
Great lectures..never knew stereochemistry could get this easy
Kudos!
Are enantiomers as simple as mere mirror images Sir?
yes are non-superposable mirror images!
Great prep for DAT
I feel like if you were my private tutor I could drop out of college because I wouldn't need it. Thank you so much for the awesome content!
For the example compound at 03:21, I think if you rotate along the C-C single bond, you'll find a conformation that gives you the desired plane of symmetry, hence achiral.
by C-C I mean carbon-carbon
that's right, an inversion center is just another way of identifying it, but either way it's achiral!
i love your lessons! thank you for helping me pass my exams
Don't think you could've been any clearer, thank you!
Thumbs up to Professor Dave👍, thank you
It seems so easy when u explain, while I was stressing so hard at school, tsym!
but could u keep the camera fixed, the movement is distracting
Edit: just realized this was 8yrs ago
U r my lifesaver... Thank u sir.. 🙏🙏🙏 i was going mad due to confusions in this topic... 😂😂
Thanks Professor Dave
Perfect explanation again.
Wow amazing lesson 👍 now I anderstand the topic but please can you put some few questions in the end of the lesson for us !?! 🙏
very helpful!! and quite easy to understand
Pls do video on optical activity
wow you are amazing at explaining thank you so much!!
Fantastic explanation!
Thank you! Question: when given only the Chemical's name, for example "phenylalanine", and asked to draw it 3D, how do you know which substiuent group lies in the same plane, which goes in front, and which goes in back?
Please explain in presentation method which we will understand more easily and take more and more examples .
I'm back again from grade 11 to grade 12👀
Thanks dude your explanations are always the best
Wow perfect ❤
thank you for this video!! but I have a question what is the difference between an epimer and an enantiomer ?
+Sandy Oliva an enantiomer is the precise mirror image of a molecule, so all the stereocenters are inverted. epimers are diastereomers with more than one chiral center, but differ in only one of those chiral centers. so if a molecule is RRRR, its enantiomer is SSSS, but an epimer of RRRR can have only one S, the rest must remain R.
+Professor Dave Explains thanks a lot!!!!!!! :D
This helped a lot thank you!!!
hello sir,why should we rotate the compound 180 degrees and then placed it on the original compound?
as i know we have to place the mirror image on the original compound.
we just have to rotate it or flip it in some way so as to try to align all the atoms in the two molecules, whatever method you use is fine.
Thank you professor dave .I want to know how to know How many stereoisomer present of a compound 🙏🏻
Great for students like me who don't bother going their lectures. precise and comprehensive
Great video!
You taught me all of my ochem knowledge.. THANK YOU
Thank You!
thanks a lot sir
Many concepts are clearing
wow! very nice explanation.
i have a question tho..at around 5:15 you say that if we flip the mirror image ..so on flipping the mirror image,wouldnt the stereocentres also change like..
the comp had the centres in the orders R-S
its mirror image would be S-R
and on flipping in again , wouldnt it become R-S again..[otherwise the oh and br also wouldnt go into the plane so??]i dont get it
nvm i was unaware of what the r and s actually meant and now its perfectly clear to me
very helpful! thanks!
You are awesome 🦸♂️ my hero who saved me
Hey Professor, at the beginning of the video, you showed enantiomers but the atoms pointong out were still pointing out in the mirror image. However, later in the video, while explaining diastereomers and showed the enantiomers, the atoms pointing outwards became inwards in the mirror images. Can you please explain?
Good
Amazing vid!
every time I had a nickel when I was confused by my professors and had to revisit this playlist I would quit college and comfortably live the rest of my life
You are a true master
in monosacchaids, can two diastereoisomers be of different series (one ose belonging to the D series and the other to the L series, e.g. L-glucose and D- tallose, which differ in the position of the OH on carbons 3 and 5)?
we love u professor dave
Really thank youu
okay geat video but whats more potentially interesting is how does this affect the way some medications interact with your brain
Thank you so so much!!
Is there a systematic way or check list that works all the time to determine if a pair of compounds are enantiomers, diastereomers, or the same compound? I have an especially hard time distinguishing meso compounds if the plane of symmetry is not obvious. Do you have any tips for this?
Looks like free rotation permits the molecule to attain a geometry that has a mirror plane anyway. Are there examples of molecules that have an inversion center but no possible plane of symmetry?
hmm, not that i can think of off the top of my head, but yes it's just another way to identify symmetry!
so, just to be sure, compounds can only have one enantiomer, but that enantiomer can be drawn different ways right? but at the end of the day its still one enantiomer?
yep that's right!
When you start talking about diastereomers the first example you use to show an enantiomers, shouldn't the Br and OH group change from in front of the plane to behind the plane which you have shown AND also have switched from the left to the right, IE switched places on the mirror image?
nope then they'd just be the same molecule!
Dude thanks, just thanks🙏
But I thought that a chiral atom meant an atom with 4 different substituents, but in the first molecule (cycle) the carbon is connected to two carbons (and cl and hydrogen) ...? So it's achiral, right? Hmm, I'm a little confused right now.
Amira Lam. ah, but if you continue along, there eventually becomes a point of difference, as the carbon chains are not identical. if you keep moving and there is never a point of difference, then yes the carbon chains would be identical and it's not a chiral center, but in one direction there are just CH2's, and in the other direction you get to a carbon that also bears a chlorine, so that is a different group.
Oh okaaaaay, I get it! Thanks a lot sir! :)
I have a question. Where do cis-trans or E-Z isomers fit in the stereoisomer world? Are they diastereoisomers? Or do they have their own classification apart?
geometric isomers!
Thank you!
you explained it perfectly! Thank you!!!!! :)
Great video! Is it correct to summarise that enantiomers are mirror images but non superimposible, whilst diasteromers are neither mirror images nor superimposible?
yes that's one way to look at it! stereoisomers that are not specifically mirror images.
Thanks!
Thank you.