Stereochemistry: Meso Compounds, Diastereomers

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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[@juliemolina9702]

Dave you beautiful wealth of knowledge. All of my tuition should go to you, you're better than my professor hands down.

[@onslaabidi5254]

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

[@elizabethknoll5307]

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!

[@knownstranger2570]

Are u in school or are you preparing for some exam?

[@thelizrd_]

@@knownstranger2570 yes lol I was. 4 years ago lmao

[@TheToxicMegacolon]

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!

[@patriotguy12]

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.

[@KoToKo90cHaN]

so did u pass

[@alegim98]

How was your mcat

[@gtarules1]

@@KoToKo90cHaN lol no reply 3 years from his comment.

[@lemickey4204]

Update? Dr yet?

[@patriotguy12]

@@lemickey4204 currently in residency : )

[@Gangsta0wns456]

You make o-chem concepts very digestible! Great stuff professor dave!

[@sana.xxyyyy]

This is the best explanation of optical isomers I have seen so far :-) You are the voice of the ORACLE of organic chemistry

[@jumeepark3302]

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!

[@bushidosurvives5779]

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.

[@eduardoparedes8200]

That was amazing, thank you so much! My orgo book never even mentioned the concept of an inversion center...

[@jhazellednaco1569]

I'm studying for my chemical engineering board examination and your videos really helps me to review the chemistry concepts. :) Good job sir!

[@elletronmatic]

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your are the best professor

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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!!!

[@shenaliranasinghe8764]

That was so good, You are a life savior!!! Thank you Dave!!!!

[@CookiesOnFridays]

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!

[@randiniranasinghe6634]

I don't have enough words to say how thankful I am to you professor Dave. Thank you very much ✨

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Where are you now???

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[@jonathanlai6100]

SO CLEAR. you have the incredible gift of teaching and explaining

[@cinthiayanethcastilloloera3276]

Thank you so much, you're one of the best channels of chemistry I know. Thank you so much again.

[@mariaavedissian4853]

Professor Dave, You are the best!

[@rithe07]

Thank you for this, and thanks for captioning

[@TheTurtlelover4]

not me watching these videos right before the exam

[@mariafernandadelarosasante4463]

This is the video I was looking for, you save my life and probably my next organic chem exam :)

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i never knew that breakbot is also good at organic chem. anyway you da real mvp, greetings from Indonesia

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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.

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You are great at organic Dave sir

[@user-lt2lm8ei3i]

you explained this so well. thank you so much

[@13Drumsticks]

Beautifully explained, thank you!

[@davidwells9709]

This video is solid gold

[@randominternetprofile8270]

Thanks Professor Dave

[@jasminedragon9]

Fantastic explanation!

[@sujeetverma4259]

thanks man this helps a lot

[@randaltaco3280]

Studying for Mcat, thanks for clarification of diastereomers.

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RT M u in med school?

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Did u clear??

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Don't think you could've been any clearer, thank you!

[@imanetc]

This helped a lot thank you!!!

[@tutor001]

very helpful!! and quite easy to understand

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i love you i cant thank you enough after 2 years i get this!!

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You are the Jesus of Ochem. Thank you so much!

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No one compares to Jesus in anything

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Great video!

[@ae5704]

Totally came in clutch for an Oxford interview!

[@Prakash-fh7ic]

thanks a lot sir Many concepts are clearing

[@divakarhariharan5541]

I Am watching ur vedios from India, Ur explanation about this topic is be easy to understand thank you so much sir

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you make organic chemistry look so easy...thanks where can i get more biomedical tutorials

[@ProfessorDaveExplains]

check out my biochemistry series!

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Perfect explanation again.

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Thank You!

[@ruthmrks]

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[@sciencenerd7639]

wow! very nice explanation.

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Really thank youu

[@asiaeamdani2054]

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[@ProfessorDaveExplains]

+Nathalia Ferraz my great pleasure!

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Great prep for DAT

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Thank you.

[@shatakshisharma5594]

U r my lifesaver... Thank u sir.. 🙏🙏🙏 i was going mad due to confusions in this topic... 😂😂

[@sayyedizazyousafzai8112]

great sir

[@rimjhimshukla4066]

Great lectures..never knew stereochemistry could get this easy Kudos!

[@rimjhimshukla4066]

Are enantiomers as simple as mere mirror images Sir?

[@ProfessorDaveExplains]

yes are non-superposable mirror images!

[@ushaaaaa]

Pls do video on optical activity

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[@rima952]

Thank you professor dave .I want to know how to know How many stereoisomer present of a compound 🙏🏻

[@shoroqhuseen1838]

Wow amazing lesson 👍 now I anderstand the topic but please can you put some few questions in the end of the lesson for us !?! 🙏

[@silviare73]

Thank you Dave! I'm an Italian chemistry teacher and I love your videos... I'm trying to make my pupils to learn stereochemistry in English 🙈😊

[@ProfessorDaveExplains]

very cool! i would suggest my new italian tutorials as well but they are probably the last ones who need that :)

[@shaoanchen2871]

Great for students like me who don't bother going their lectures. precise and comprehensive

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[@akithjayalath8686]

Dude thanks, just thanks🙏

[@SuzannesTutoring]

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?

[@user-ug3bg7ey2s]

we love u professor dave

[@Obsa_abdisa]

Tnks

[@manasmhatre8200]

Please explain in presentation method which we will understand more easily and take more and more examples .

[@jacktran1275]

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?

[@kuusshhh]

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

[@dilettanter]

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?

[@dasangelalovesJesus]

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!

[@rassimsimou1594]

Good

[@anshudeo9224]

it is the best man

[@sriarvind7312]

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

[@samyinfamy8194]

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?

[@khalifabio]

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)?

[@lakers4shoPSD]

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.

[@lakers4shoPSD]

by C-C I mean carbon-carbon

[@ProfessorDaveExplains]

that's right, an inversion center is just another way of identifying it, but either way it's achiral!

[@its_robbietime1333]

okay geat video but whats more potentially interesting is how does this affect the way some medications interact with your brain

[@susisorglos8986]

thank you for that great video! is there a tutorial for the gabriel synthesis?

[@ProfessorDaveExplains]

i don't actually, but i'll put it on the list!

[@susisorglos8986]

that would be really helpful! thank u so much :)

[@DOCB-op1qc]

still dont understand. how is the top left is even counted. if its based on AMU Br is 1, CH3 #2 then the hydrocarbon bridge CH2.

[@samigothe-chemist9375]

good