Stereoisomers, enantiomers, diastereomers, constitutional isomers and meso compounds | Khan Academy

[@wolves44445]

I got sick and missed class just as we were starting a unit. Can't thank this channel enough for all it does.

[@bobhanks4003]

+NeonR3D your welcome mate, cheers!!

[@Mana381]

In all honesty, this explains it way better than the freaking uni textbook. Or the prep one for organic chem. You guys at Khan Academy can start your own school and I bet there won't be bored students, only curious ones.

[@fleshcookie]

A couple subtle hints that professors love to TEST on when assigning relationships. 1: if you get stuck, assign R and S names to chiral carbons. If one is SS and the other is RR, its an enatiomer. If one is SS and the other is SR, its a diastereomer 2: Cis/Trans relations apply in these situations. The key to this is to spot a double bond. More then likely the rest of the molecule wont give any information as to what its relationship is, and it will be a diastereomer.

[@breathbadminton]

Pro tips mate!

[@fleshcookie]

@@breathbadminton lol 9 years ago.. FYI 9 years from now you will have no idea what any of this means. Glad I could help!

[@breathbadminton]

@@fleshcookie hahaha I get it yeah How are you doing in life btw? Glad to see you still have the same gmail acc :p I hadnt expected a reply.

[@fleshcookie]

@@breathbadminton Haha well since I abandoned the pre-med life 9 years ago after college I've lived in 3 different states and worked in 4 different industries from entertainment to management. Currently working in Financial services for the last 4 years. I think about my college time often, and if I had stayed the course to further education like med school. Basically all I can tell anyone debating another 4 years of schooling is you will be amazed at how fast it goes and if you're on the fence just do it. Whatever you choose you will find yourself looking back at this time for years to come so try to enjoy it the best you can. There is a simplicity to the student life that alot of people will try to recapture after a few years in the world. Anyways, best of luck to you.

[@breathbadminton]

@@fleshcookie I felt positive after reading about you. Not many people would take their time out to write this. Thanks sir, stay safe and prosperous. Good luck to you too :)

[@GiveMeYourBagels]

Was confused about this for my midterm later this week.....NOW I UNDERSTAND IT. YOU SIR, ARE A GENIUS.

[@breathbadminton]

Glad he helped u in your midterm 9 yrs ago :p

[@kingKohli-wk9nv]

10 years passed but this still helps for midterm😂

[@BreakPointSC]

this confsed me and i thought i should share, at 11:45 when he says "flip" he really means rotate 180°.

[@DeadlyInertia]

Comment just saved me. :)

[@kinna3102]

I was so confused that he really meant flip like a mirror image of it, i thought why not just flip chiral molecules like that. Thanks tho!

[@alihabibi4290]

YES THANK YOU

[@CH-dq1oi]

no flipping would be round the axis between the two chiral Atoms, thats just rotating round the molecule center. i was also confused, thanks!

[@bindu9111]

Flipping means 180 generally, lol!!! 👊👊👊👊👊

[@reyana9759]

So this video released 11 years ago and has been helping since

[@Ace220X]

Thanks a lot! I've finished OChem 1 and 2, and never had a teacher that could explain stereochemistry well enough for me to fully understand it. I could usually get the problems right without knowing what I was doing, but that sucks. I get it now!

[@breathbadminton]

How are you now mate? :p

[@LaReineBleue]

dude, you are my fave bengali. you just make my life sooo much easier! pleeeease keep up the awsome job. if you stop, thousands of kids will get kicked out of universities and high schools around the world :'(

[@cjblair2586]

Regarding the last example: the molecule on the left needs TWO rotations to resemble the one on the right. If you rotate it 180 degrees side-to-side, it will have its Bromines on the same side as the molecule on the right, but the Bromines will have dashed lines instead of wedges. But if you rotate the molecule on the left AGAIN, now 180 degrees up-to-down, it will be exactly the same as the molecule on the right. I'm not sure why the instructor didn't mention this.

[@jonahansen]

Doesn't matter - if it is superimposable, it's the same molecule. There are always many sequences of motions that can be applied that end up with the same result. For example, you could flip it three times instead of once around an axis with the same effect.

[@Syvmana]

This is the hardest chapter I came across in this class :(

[@zaminahmed297]

yes I have to watch so many of these and do practice

[@manikantan4809]

In India we learn this in 10th grade

[@sohamdeshpande6595]

@@manikantan4809 no, 11th grade

[@sohamdeshpande6595]

@@manikantan4809 only constitutional isomers in 10th

[@depressedpotato5361]

@@manikantan4809 we literally dont but keep coping

[@desertman2008]

i spend 3 hours in lectures trying to understand this, i come here and in 13:36 min i understand it all. thanks Sal

[@TBlev215]

To Abdullah et. al., the molecule is non-superimpose-able because the fluorine on the left side is UP, but when you flip it over and try to superimpose it, it ends up pointing DOWN. The fluorine on the right is already pointing UP, so they will not sync up.

[@MohamedAdel-wm2mc]

Oh my man, I missed your voice. I used this video to study in college, now I am preparing to my prometric exam to leave my home country using this video again😂😂😂 Thanks alot Khan academy you have been a good school all the way

[@WeNeedAProperName]

Absolutely Awesome! Would it be possible if you could also teach us Biochemistry? I am studying medicine and the failure rate is 85 %,I am already afraid of the test,but with your videos I am sure that I could absolutely pass! Thank you very very much for your effort!

[@filipinatrina2006]

@iniloy1993 for your first question, when u put the mirror in the back, the atoms in the back of the actual molecule will appear in the front of the mirror image. and the atoms in the front of the actual molecule will appear father away and towards the back of the mirror image. so that affects whether there is dashes or wedges. If the mirror is to the side.. the atoms in the front will still be in the front in the mirror image and same with the back ones.. i hope that helped.

[@ingnir]

Sal eres un chingon. I went through the whole organic chemistry series and never really new what a diastereomer or meso cpd was until now.

[@itsfreerealestate15]

This is so confusing. Couldn't the third one be flipped too? I feel like deciding if its a mirror image or same molecule is using a random technique.

[@nikkiberwal4042]

It's not confusing. Watch it carefully, you'll prolly understand. Seems cheesy but it's alright.

[@gionifrisca5599]

I agree, from min 4:00,the third one is the same. F and Cl are on oposite sides of the plane and the rest of this molecule is symmetric.

[@Wooah1]

Thanks for correcting a chemistry professors writing mistakes, you must be one of the smartest people on youtube. Hey maybe you'll consider making your own video so you can crack an egg of knowledge on us and enlighten us with your wisdom of words that end in "able." Who knows maybe you'll get a 181,000 views with your awesome vocabular.

[@shivi3132]

This channel is why I might not have breakdowns before chem exam 😊

[@Standardguttene]

if people started watching this guy instead of going to school everybody would be disburbingly intelligent

[@ballplayerpro16]

This video is incredibly helpful! I wish you had taught this section of my Orgo course!

[@TheChubbyDoe]

You sound like the Australian guy from ChinesePod! Thanks so much for the videos. I'm learning from you rather than my professor for the rest of the semester.

[@Renku07]

Excellent explanations, I understood this enantiomer thing better than reading it in the book. Thank you for your help.

[@tolteko]

because to have a conformational isomer you need to make a rotation around the sigma bond, naming the different "positions" that the groups have. In this case you're not rotating around the sigma bond, but you're rotating all the molecule in the space or, if you prefer, you're "watching" it from behind.

[@abeautyqueenofonly18]

hey man THNQ> u made my ideas and doubts . clear and all. Hope u lead a happy teacher life.

[@sebatinilenguini]

Watched this on 2.0 speed, I have no regrets. Thanks though!

[@dinosaursgorawrish]

+sebatinilenguini LOL me too!

[@endod8708]

exam after one hour 😁😁😁

[@linagomez6927]

Hahaha omg I'm dying, "Sal wrote superimposible instead of superimposable [12:25]" He's right though, Orgo is super impossible lol love this video though, definitely helped clear things up.

[@DeltaV200]

Lina Gomez nice catch

[@samuraijosh1595]

I don't say it now.. it was English captions, right..?

[@pretol1]

The molecular formula C4H8O may refer to one of these (not all): Butanone Butyraldehyde Crotyl alcohol Cyclobutanol Isobutyraldehyde 2-Methoxypropene Tetrahydrofuran

[@MrYasser643]

Wonderful...sounds like ma' lecturer watched this video before he teached us Stereo chemistry in previous stage

[@SuperMmmm33]

I have one in a week...currently shitting bricks and seeking comfort from khan academy videos.

[@doc14azsx]

You are right in the fact he drew one of the F's in the wrong spot and made them super-imposable, but they still become chiral because non-imposable mirror images do exist now... the mirror image would be from the top or bottom view not the side view though

[@reganwood9610]

For the last molecule, the meso compound, when flipping the molecule on the right wouldn't the Bromine on Carbons 1 and 2 be in the back while H would be in the front, meaning that they are not superimposable?

[@saiftama]

College orgo, just started stereochem, so helpful, thanks Sal!

[@khahmad937]

very useful explanation ....helped me a lot .. you deserve a thumps up

[@EVERLAST0503]

@Iffa Farahin is correct, if a molecule in drawn out of the page then its mirror image will also be out of the page

[@iPanduhhhh]

BEST TUTORING CHANNEL EVER :D

[@H3BLTM]

saved me learning 4 weeks worth of lectures!! xD ta! ty! LOVE IT!

[@LouWilliams-o5v]

i may have to do this over - it was a lot of information

[@xsiierra]

my professor at uconn owes you her whole life savings! thanks!!

[@4pisces]

I believe the new semester have come, have you watch all the videos ?

[@siddhant874]

Thanks a lot Sal ! You make the most confusing parts of organic chemistry really easy and simple to understand to understand :)

[@breathbadminton]

:)

[@HES7183]

Who the hell "disliked" this video (or any other video by Sal)?! I really really want to know why?!

[@kartiksaini981]

Thank you sir . All my doubts are now cleared

[@Zajme]

Thank you so much Sal!

[@npremsai]

The example at 12:32. Why is it the same compound? If you flip the compound, the angle of the Br and H are NOT the same. In the left you have Br coming towards you and H going back. But when you flip the left one, the Br would go back and H would come in front.

[@YoheiNorimatsu]

The chiral center is bonded to 4 different groups. Two groups can start with a carbon and still be different as a whole like a methyl group and an ethyl group.

[@gamefreak2050]

Is there some quick shortcuts or signs into figuring out if a pair of molecules are enantiomers or the same or etc.? Cause during a test it'll definitely be time consuming to try to visualize a flip and rotation and stuff so just wondering

[@MonkeyDLuffy-xr4fl]

i love you, sal!!!!!!

[@fleshcookie]

its all about symmetry. when assessing relationships between molecules symmetry should by one of the first things you look for. If there is any possible way you can create a plane of REFLECTIONAL symmetry your done and you know its meso and thus achiral. Also a helpful hint is to look for chiral carbons. If there aren't any it's achiral. My checklist when i do these: 1: it a constitutional 2: are there any C* 3: is there a plane of symmetry. If all those are no its more then likely chiral.

[@reesi93]

do you teach somewhere? because i need you as my teacher

[@dearjiawei]

awesome!thank you so much!I just have no clues what my professor is teaching!thank you!~

[@judahdavid6829]

thanks for making chemistry ez man respect!

[@TMPDai]

you are awesome, if you become an instructor in the future, i'll take your class for sure

[@Adabbas96]

I disagree on the last example. when you flip the molecule, the Br becomes dashes and it's not the same!

[@colinrenteria3161]

+Cassandra Hanson that was the "aha!" moment i've been waiting to read. i've been so confused about this for a week and i now think i kinda get it. thanks!

[@batsman46]

+Cassandra Hanson do you want to explain to me what the difference is? the bromine would switch from an axial position pointing up to an axial position pointing down. Rotating it 180 is the same shit.

[@ritwik5577]

do not flip, rotate the 2nd one anti-clockwise

[@vitopettito1689]

This is correct. If you flip them you're looking at the molecule from behind and it looks like enantiomers because the bromines are in the back now. But you can ROTATE the molecule (not flip) 180 degrees to get that exact molecule as well, and thus they are identical molecules but ONLY because they are both bromines. If one was chlorine then it'd be different.

[@pepeagostino1779]

@@vitopettito1689 why would it be different with chlorine? Wouln't you be able to flip the molecule horizontally and twist the carbon with that has the chlorine to get the same molecule?

[@PicknMix08]

you are a very good teacher

[@animeboy93]

These videos really help.

[@1SeniorSmurf]

thank you, I needed this review for my organic chem exam; I was sick the day this was taught :)

[@cowboys430isback]

You know what, I might try that out. Thanks for the advice.

[@MrPridizzle]

Khan you dig it??

[@nextblain]

sal > "enter any name here and equation is valid"

[@seniorgomez6689]

Khan, you're in everything! Keep it up!!!

[@laurenss91]

Great videos for reviewing for my ochem final. Thank you!! :)

[@hahs4]

@abclol3kid this is beyond the A-level curriculum your teacher mainly said that position, branched, and functional are structural isomerism and the other is stereoismerism for the purpose of the a-level thats enough, what sal is saying is some more details I did alevels btw

[@MrBlash93]

Thank you for your video. Extremely helpful.

[@timnash9264]

in the first instance of stereoisomerism he addresses, he calls the 2-chloro-4-fluoropentane enantiomers (07.32) , but they're not are they- if you just rotate the second molecule 180 degrees around the y axis then they become superimposable

[@WauLYaYo]

ur the best mayn!!

[@mcatbs9]

Correction 5:07 Chlorine on the right molecule is in the Front and on the left molecule is in the Back

[@amin1583]

Very very beautiful thanks for explanation

[@gabemd1237]

KHAN: WHY ARE YOU SUCH A ******* AWESOME DUDE?

[@Yoganut319]

Your videos are AMAZING! Not only are you saving my keister in organic chem, but you're helping me in molecular bio too! I wish I could send you an edible arrangement!!!

[@vesta429]

Thank you very much for the amazing video! I had trouble with enantiomers and now I get it completely!

[@lynnaloum1]

Thank you so much for these videos! they've been very helpful. i never thought i would ever understand them.

[@TheVelocirapp3r]

can we do it? yes we khan!

[@MrinaliniSatkar]

very very well explained.

[@nenavathparvathalu5012]

Good explanation. Thankyou sir...................

[@fatimahzainaldain5895]

best channel ever

[@elliotlarkin]

This video is wonderful, thank you.

[@ValentineQ14]

They may look the same, but when you try to superimpose one over the other you will notice that they are in fact different.

[@OctoAri]

Yes. Mesoforms are the same molecule. It is probably too late for your test, but maybe this will help in the future? :)

[@tanmaykadam6789]

it helped me alot thnku

[@fatimamajid9870]

Thanx so much 😊 4 this video it's help me a lot👍

[@kaylavictoria5360]

So essentially, should we be "flipping" or making "mirror" images of the compounds we see to determine what they are?

[@LeylaIbrahimlichem]

very helpful thanks

[@mileyice13]

My teacher doesn't make sense at all. No one even listens anymore aksljdaldjasda. What I do is I just list down some words he says and then watch Sal's videos when I get home.

[@hannahb9864]

thank you so much for all the helpful explanations and drawings!

[@mandi8452]

my teacher at ODU owes you her paycheck. great job!!!

[@Su_Has]

very helpful thanks!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

[@benniiee123]

Hi, im confused on the last one. When you flip it, wouldt the fluorine go behind and the hydrogen go in front and same with the bromine and hydrogen?

[@kLuMzyOwl]

ILoveBE2 yes they are meso compounds, but i think what bennie is asking is if one of the Br was F, in that case, they won't be the mirror image because when you flip it the F and Br will go behind and H comes up, so did he make a mistake?

[@doc14azsx]

It wasn't a mirror image, it was just drawn from a different angle

[@drumandball]

Got my final tomorrow. Wish me luck, y'all

[@connors7358]

Good luck

[@adrianbrenes7286]

very very helpful and very well explained, thank you!!!

[@as3sfv99ew9]

LOVE this guy

[@ehatipo4598]

Thank you Sal

[@centralcal209]

Very inspiring figure!

[@Phagocytosis]

Thumbs up if you're not taking organic chemistry in school and are watching these videos just for fun!

[@vikramthimaradka690]

@KhanAcademy Last molecule I think you are using flip and rotating 180 degree synonymous

[@TheIMaCTruck]

9:49 is it safe to just flip the atoms to their opposite direction to see if it an enantiomer?

[@booklover9138]

I second the Biochem comment!

[@bmth4111]

what a great explanation

[@cosmist]

Can you guys do some more videos on Alpha Carbon Chemistry?