Stereochemistry - R S Configuration & Fischer Projections
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- čas přidán 10. 04. 2021
- 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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Direct Link to The Full Video: bit.ly/3sYktse
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Thanks Man! Hope to get a like :)
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?
@@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
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Same here
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TY, I appreciate all your hard work. I watch many of your videos and they have helped a lot! ***Possible CORRECTION? looks like the cholesterol molecule in your video has the double bond in the wrong place. *** I kept going over and over this and could not understand why Carbon-5 (the one due south of the methyl group) was not a chiral center? As the figure is drawn, it should be...which would make 9 stereocenters, not 8. But when I looked up cholesterol, the double bond is actually between C-5 and C-6 not as you've shown it. Just in case anyone else got stuck on this problem.
Same for me
Thanks for this comment. I've been sitting here the past few minutes trying to figure out why there would only be 8 given the drawing in the video. After looking up what cholesterol should look like, it makes sense.
I have struggled for this question as well until I found out your comment.
It seems that there are 2^9=512 different stereoisomers in cholesterol.
thanks can't believe I realized it
I saw that too, the double bond is in a wrong position. All the same thank you 🙏
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?
yess there are 9 not 8 chiral Cs
Brilliant you are correct.. Wanted to ask too
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.
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
@@xeel224109 Oh thanks I thought I had lost it there! Now it makes sense.
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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).
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the double bond in the cholesterol is incorrect. it needs to be moved one bond to the left. I kept thinking there were 9 chiral centers until I googled it. Keep up the great work!!
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When identifying the chiral centers on cholesterol, I think you accidently missed one and it would be 9 instead of 8. Isn't there a chiral center on the carbon below the one you indentified as 2?
You are right! Based off of his structure, there are 9 chiral centers. However, the double bond in his cholesterol drawing is in the incorrect position; it should be moved one spot to the left. After that change, there will only be 8 chiral centers
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For Q3, the one assigning chiral centers for Cholesterol, would there not be a chiral carbon just below the 2nd chiral carbon? It is attached to a sp2 hybridized carbon, the carbon with a methyl group, and a ch2 carbon that eventually leads to an alcohol
yes, it is chiral so there are 9 chiral centers
Yes, he drew the double bond incorrectly, the two cicle hexanes are supposed to be "fused" via a double bond between the carbon under chiral carbon 2 and the carbon to it's right, so in the cholesterol molecule there are only 8 chiral centers, but the molecule shown in the video has 9 chiral centers.
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17:07 Shouldn't the tertiary carbon beneath the one numbered 2 be counted as a chiral center?
He drew cholesterol wrong, there should be a double bond there.
thank you for asking this because i was confused why it wasnt considered as one
he misplaced the double bond,
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For number 3, why is the carbon below the second chiral center NOT a chiral center?
It is one, I think he forgor
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!
Can anyone answer this? I wanna know too. Thank you to the one who will answer.
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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?
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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.
I noticed that too, I think he just over looked that one
Thanks thanks thanks!!! Very helpful
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.
Just wondering if there are 9 chiral instead? There seem to be one more between 1st and 2nd chiral, the tertiary carbon
Very clear! Thank you!
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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??
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at 17:30 there is an another chiral carbon on the left of the double bond
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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.
solid video, appreciate it
While drawing the structure of molecule, how to identify in which position hydrogen takes ( wedge or dotted line)?
Wondering the same damn thing
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
i was thinking the same
Is there another chiral center in this molecule? I'm considering the carbon behind the second chiral center.
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.
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
@@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
Hello Dr is it for students who are taking 1.st semester or 2.nd semester organic chemistry
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