Stereochemistry - R S Configuration & Fischer Projections

This video provides an overview of the stereochemistry of organic compounds and defines what exactly a chiral carbon center is. This video also shows you how to assign R and S configuration to a chirality center whenever the hydrogen (4th group) atom is in the front, back, or neither. It also discusses nomenclature - how to name organic compounds using R and S absolute configuration. It provides a lot of examples and practice problems.
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[@TheOrganicChemistryTutor]

Organic Chemistry PDF Worksheets: www.video-tutor.net/orgo-chem.html Full-Length Exams & PDF Worksheets: www.patreon.com/MathScienceTutor/collections Direct Link to The Full Video: bit.ly/3sYktse PDF Worksheet - 38 Sub-Problems: bit.ly/3HaeWas

[@realndu]

Thanks Man! Hope to get a like :)

[@Curiousviewer23]

In minute 17:00 shouldn't there be 9 chiral centers and not just 8. I am referring to the carbon under the second carbon that you numbered. Isn't that also a chiral center since it is attached to 4 different groups?

[@macysnatural8144]

@@Curiousviewer23 I thought the same too but I just goggled for the structure of cholesterol and he has the wrong structure....the particular c you speak of own the double bond too that was put away

[@sammuelboateng282]

Thanks man, i don’t usually go to class I learned from you 🙌🙌🙌🙌

[@ThariCute]

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[@courageagbanyo8091]

me 4

[@elizabethnjoroge5034]

Me 5🥳

[@satyarajshivareddypeta613]

just curious, is this taught in high school or college in your country

[@user45601]

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[@amdkits]

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[@amdkits]

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[@hexcoff1689]

Same here

[@nightmarefredbear7739]

Ah,lets learn stereochemistry at 1 AM

[@rubenfigueroa1063]

12:34am tonight

[@aformula4198]

5:45 Am

[@rubenfigueroa1063]

@@greeng6914 good luck soldier, it’s worth it in the end

[@icarus5676]

3:10am

[@legenarymaster3696]

12:48am

[@PunmasterSTP]

Another incredible video; thanks so much for posting! If the hydrogen (or lowest priority group) isn't where I want it to be, sometimes I just exchange two groups to make that happen, and remember that that inverts the stereochemistry (R -> S or vice versa).

[@mariuwu1122]

Thank you so much. I'm literally sitting here learning what my professor couldn't teach for 2 full lessons. Meanwhile, my sis is also watching one of your vids in another room to teach herself physics since her teacher isn't great either 🤣 keep up the good work educational vids!

[@paulnegoita5769]

17:08, isn't there another chiral center below carbon #2, since first bond goes to a sp3 C, second to sp3 CH2, and third to a sp2 CH and a hydrogen?

[@FBWUniverseMode]

yess there are 9 not 8 chiral Cs

[@oluwajobipeterpelumi1279]

Brilliant you are correct.. Wanted to ask too

[@xeel224109]

Yes, he drew the molecule with the double bond in the wrong place. Cholesterol has 2^8 isomers but the drawn molecule has 2^9.

[@n_7458]

He made a small error and drew the double bond in the wrong place. So, you're right that the molecule shown has 9 stereocenters! In reality, cholesterol only has 8. You can confirm this by googling the molecule. xx

[@Scifiotica]

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[@jannatstyle45]

Thank you soo much... When u mistakenly write 3 at the place of 2 i thought my all concept vanished😂and then u said no actually... Thanku best lecture

[@tanviaher1150]

I love u man I spend hours on this topic crying you just made it so simple

[@TheOrganicChemistryTutor]

I'm glad you found it helpful.

[@allwasmie]

me too im questioning if im even belong in my major anymore until i watched this video XD hope you feel better tho!

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sir I am from India. but the way you have visualised every concept was mind blowing. salute you sir ❤️❤️🙏🏻🙏🏻

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This topic drove me crazy for hours and you just made it simple like that, truly thank you from the bottom of my heart

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Literally explained in 30 min what I have been trying to understand in 3 weeks, can’t thank you enough! Please teach like everything! lol

[@abdullahasif9812]

That trick at the end with the triangle and the circled number was mind-boggling haha. That makes it so much easier, thanks!

[@maryamshafeeq1423]

This is actually difficult, I couldn't understand 😢

[@kshitijgoyani4389]

at 17:30 there is an another chiral carbon on the left of the double bond

[@ChristianSpencer-c9g]

Thank you for explaining this in 13 short minutes

[@TaibaTheNRP]

I'm from Pakistan, student in Germany. You have taught me what my professor was not able to do from a whole month. May God bless you! Keep up the good work.❤

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[@lexsombersunrise]

I know you probably wont read this, but I want you to know that my Organic Chemistry professor didnt even mention you could just skip over four. She overcomplicated it by making you switch configurations twice, etc...thank you so much.

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[@vakalevuvinaka8570]

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its in class 11th in india

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[@TheCollegeChemistry]

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[@ZoeZhiXiu]

The position of the C=C in cholesterol is wrong, according to your drawn diagram, there should be 9 chiral centers, but for cholesterol, there is only 8 because of the positioning of the C=C. But other than that, I loved the video and it helped me a lot in understanding stereochemistry.

[@sparty34]

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really speechless to his dedication to us tysm for teaching me so much.ur concepts literally the bar I have set for all the concepts

[@fake-chemistry]

20:41 why we have to reverse it can you explain please???

[@noahmartin2130]

For number 3, why is the carbon below the second chiral center NOT a chiral center?

[@dontmindme6520]

It is one, I think he forgor

[@strabo1828]

17:07 Shouldn't the tertiary carbon beneath the one numbered 2 be counted as a chiral center?

[@alanc6468]

He drew cholesterol wrong, there should be a double bond there.

[@aaliyahnuma4176]

thank you for asking this because i was confused why it wasnt considered as one

[@mahdialachyarendriko8893]

he misplaced the double bond,

[@princeslime831]

preciate yall fashoski i was very confused

[@victoriapius9619]

really nice teachings. I didn't really understanding the last example

[@mrinalbhanot4849]

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[@carolinnicolai615]

I've got a question regarding the Hydrogen Atoms in the Cholesterol Molecule. Did you follow any rules when placing the Hydrogens in between the Carbon structure regarding their position behind or in front of the planes? Or is their position arbitrary? Thank you so much for this great tutorial. It really helps!

[@seungminned0922]

Can anyone answer this? I wanna know too. Thank you to the one who will answer.

[@mirzakibaroglu5840]

Just king. Best advice to imagine configuration...

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[@laurenle4707]

The triangle trick was so helpful!!

[@marwarammal6576]

amazing

[@theevacz6639]

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[@minkim4374]

When you explain chiral centers in cholesterol, there is an error in cholesterol at 17:17. The double bond should be on Carbon 5 and 6 not on 6 and 7.

[@ion9328]

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life saving tip at the end of the video guys! Thanks!

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This video made this topic easy for me thank you sir

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Legend says he was and is the only man on earth who taught each individual in the last minute and still ace any exam 🐐

[@TheGuy9000000]

In problem 3, why is the tertiary carbon closest to the double bond not considered a chiral center? I am talking about the bottom right carbon on the farthest benzene to the left of the cholesterol.

[@quinnparker3863]

I noticed that too, I think he just over looked that one

[@razasyed575]

thank you sir from india !!

[@Sam-qf7hk]

Mistake: Hey Erm, i think u made a mistake in the position of the double bond in cholesterol. Thanks, and great video!

[@GyeonghunPyeon]

단순히 유기화합물은 자기 스스로의 상태 예컨대 에테인이라면 에테인의 상태로 메테인이라면 메테인의 상태로 존재하는 줄로만 알았는데 일련의 순환적 과정이 있다는 사실을 이 영상을 통해 깨닫고 깊은 감명을 받았습니다.

[@lnfernalGamingYT]

그건 무작위

[@esketiterobi8571]

thats how i feel

[@MaraCharifAlOkla]

Isn't carbon atomic number a 6 not 12?

[@mahrawais9090]

Atomic number 6 Atomic mass 12

[@trishnatimalsena]

The double bond drawn is in between the wrong carbon atoms. According to the drawing, there should be 9 chiral carbons but since the drawing is incorrect 8 is the correct answer for the number of chiral carbons in cholesterol.

[@DevinVu-v2d]

Not sure if this will be answered by the time my exam starts, but on 17:02, is the carbon underneath the 2 also chiral, making the entire molecule have 9 stereoisomers? Thanks

[@jocyherrera7480]

i was thinking the same

[@pranithreddy]

clarified all my doubts thank you sir

[@alexandercastillomoreno9570]

Just wondering if there are 9 chiral instead? There seem to be one more between 1st and 2nd chiral, the tertiary carbon

[@Hala-Y]

Thank you so much ✨

[@alidumumuni449]

i want to be part of ur members but i could not get the link to join

[@WolMaror-wi5ly]

So helpful in understanding Stereochemistry ❤

[@vidasaeidi2334]

I learn a lot from you. But can u change the colour of background. It hurts my eyes and I get headaches, or maybe it’s because the colour you write with is more shiny. Thank u. 😊

[@Curiousviewer23]

In minute 17:00 shouldn't there be 9 chiral centers and not just 8. I am referring to the carbon under the second carbon that you numbered. Isn't that also a chiral center since it is attached to 4 different groups?

[@debjaneechowdhury2763]

Thanku so much sir❤️

[@RONOVLOGZ]

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[@chandannarad]

It was very helpful!!! Thanks

[@luisdiegors]

21:49 Why does the hydroxy group have priority over the broom group??

[@broskibros1229]

Im wondering the same thing. Did you get an answer for that?

[@faggymcgee9999]

its bcuz the hydroxyl group is a functional group and the bromo is not. functional groups get priority over everything when naming

[@rwayle]

Because the O is directly bonded to the chiral carbon, the Br is not, it is bonded to a carbon. You need to look at the first atoms bonded before you go further down the chain.

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You made it simple bro..

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Would do you do a favor?? Please upload video about Thermochemistry😭. I'll have my middterm exam in tuesday T_T

[@TheCollegeChemistry]

He has already uploaded all videos search your keyword + organic chemistry tutor

[@kass4010]

At 21:09, why is the OH group prioritized over Br when numbering? I thought Br would have higher priority bc it has a higher atomic number and it's farther to the right on the periodic table. If anyone could help fill me in that'd be great! :)

[@ashrafianjumansneha1687]

When the group 4 is neither in the front or in the back, can we not look at group 1's position. If it is in the front, it's good, if back, reverse?

[@noturecologist]

I definitely pass my biomolecules midterm exam. Tyy

[@musicallinks.1002]

Thank you sir

[@maxcarlson2526]

Hey did you miss a chiral carbon at 16:40? There’s a carbon to the left of the double bonded carbon that I believe is also chiral. Just curious. Someone plz lemme know

[@Sam-qf7hk]

There was a mistake in the structure. Google the structure of cholesterol and you’ll see. The double bond is shifted.

[@sk-qr5yp]

@@Sam-qf7hk thnx man

[@FidgetBoss4000]

1:24 bruh carbon's atomic number isn't 12, it's 6

[@apotheoz9196]

Ye he was referring to the atomic mass. Since the order of atomic masses is the same as the order from atomic numbers, both work (I learned with the masses, but nobody cares which method you use).

[@stina2702]

Thanks thanks thanks!!! Very helpful

[@hypershadw]

From minute 15:00-17:30 in which he is asking the question about cholesterol...he got the structure of cholesterol wrong. Now normally I wouldn't make a comment like this but for those studying like me, the compound he drew would actually have 9 chiral centers and not 8. The double bond is misplaced, can you see where it should have been to make it actually 8 in true cholesterol?

[@hamsnouh7404]

you're great

[@bobu5213]

For this molecule, 21:18 what if carbon 4 had another carbon attached, and that carbon was attached to let's say an OH group or something. Would you write CH2 in place of carbon 4, or CH2C or CH2CH2OH??

[@gabbe978]

remember that the double bond in cholesterol should be one carbon more to the left and therefore make a sp2 carbon.

[@BraidebaAbam]

You are phenomenal ❤

[@aubreygrace3442]

If someone could explain what he means by hydroxyl having higher priority when naming the molecule between 20:50 - 21:00 that would be great.

[@crackerjams6534]

if im not mistaken: relative to the terminal carbons the OH and Br have the same placement (either could be #2) when determining the order to name the carbons on the chain. to break that tie you base priority on the alphabetical order of the substituents names- the OH is an alcohol which comes before bromine

[@blackhitler8572]

@@crackerjams6534 no it’s a completely different system. alcohol is the molecule’s primary functional group (the one that gets to give the suffix [-ol in the case]). the primary functional group is the functional that has the highest order of precedence out of all functional groups in the molecule. theres basically a list where all the functional groups are arbitrarily ranked

[@DrTuph]

27:19 I got (2R,3S)-3-bromo-2-chloro-1-butanol for problem 5

[@joshualogronio4772]

hmmm I got (2S,3R)-3-bromo-2-chloro-1-butanol

[@DrTuph]

I converted the newman projection to a stick model first. The parts on the left go on dashes and the parts on the right go on wedges. On carbon 2 Cl is on a dash and H is on a wedge. Cl is 1, the carbon bonded to Br is 2, the carbon bonded to OH is 3, and H is 4. Numbers increased going CCW so that would be S, but because H is wedged it is R. On carbon 3 Br is on a wedge and H is on a dash. Br is 1, the carbon bonded to Cl is 2, the CH3 is 3 and H is 4. Numbers increased CCW so that would be S. I still get (2R,3S)-3-bromo-2-chloro-1-butanol. @@joshualogronio4772

[@sethneumeyer1167]

Man saving all of us in OCHEM 1

[@Zack-jn9yy]

oh my! this really amazing

[@DiminishingEntropy]

solid video, appreciate it

[@Wallyisking]

@1:25 Carbon has an atomic number of 6

[@izensamra911]

super super super 👏

[@L17_8]

I literally have a test on this tomorrow and this just came up😂

[@omnyaayman7920]

+1😂❤️❤️

[@lerinotf3352]

Ryptide is that you??👀

[@esketiterobi8571]

ok

[@premedmelody]

Amazing video sir !