Conformational Analysis of Cyclohexane | Stereochemistry | Organic Chemistry
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- Опубліковано 11 лис 2018
- Structure of Cyclohexane (C6H12).
Cyclohexane is the most stable alicyclic ring system. The cyclohexane ring exists in the non-planar conformation to avoid the angle strain. The cyclohexane molecule has two important conformations called the chair and boat conformation. In the chair form, there are 4 carbon atoms in one plane and the two opposite carbon atoms are out of plane (one above and one below the plane).
In boat form 4 carbon atoms lie in a plane and two carbon atoms are out of the plane but on the same side of the plane. In Chair form, there are six C-H bonds which are parallel to the axis of symmetry and they are called axial bonds (denoted by a).
The remaining six C-H bonds are directed at an angle of 109.5 deg to the axis of symmetry and they are called equatorial bonds (denoted by e). Thus each carbon atom in the chair form will be attached to one axial and one equatorial bond, and if we consider the adjacent C-H bonds they are all staggered with respect to each other. Thus the chair form is free from torsional strain and bond opposition strain.
In the boat conformation there are 4 boat - axial and 4 boat - equatorial bonds, then there are 2 flag pole bonds and 2 bow spirit bonds at the carbon atom 1 and 4. But if we see along the C-C bond then all the C-H bonds are eclipsed with respect to each other. Hence this configuration has maximum torsional and steric strain. Further, the H atoms at 1, 4 carbon atoms (flagpole bonds) are closer than their Vander Waal's radii. Therefore there will be strong Vader waal repulsion. Thus transannular strain.
In addition to the chair and boat forms, there are two more conformations of cyclohexane. The Half chair and twisted boat forms. The boat form is twisted such that C-C bonds on the plane cross each other and also these atoms go out of the plane and thereby the hydrogen atoms become skew with respect to each other. Thus relieving the torsional and steric strains. Further, the hydrogen atoms at the flag-pole bonds slightly go away from each other and thus, the steric repulsion between them is decreased as compared to the boat form. Thus the trans-annular strain is slightly reduced.
Therefore, the twist-boat form is more stable than the boat form by about 1.6 kcal. Finally, there is the half-chair form which has maximum torsional and angle strains.
The relative stabilities and the energy differences of the different conformations can be represented by the energy profile.
Thus, the order of stabilities of conformations will be chair, twist boat, boat, half-chair.
Thus most of the cyclohexane molecules will be present in the energetically more favorable chair form.
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Agree
Awesome Explanation. Thank You Sir.
Nice explanation.. I loved the background music too... Music made it more interesting
no
Best explanation via animations👍. Thanks brother🤗
Thanks and welcome
This is actually what I was looking for ...
It helped me to get the required perception to visualise all this stuff..
Thank you very much ,sir
Keep it up bro.😊aise animations se sare doubts clear hojate h wo bhi within a minute
Very well explained and animation made
shouldnt the axial and the equitorial bond at the 3rd and 6th carbon be at an angle of 180...
just a doubt
thank you so much sir
Thank you :)
Thank you so much
Thank you
A great lecture.... Thanks a lot.
Most welcome!
Thank u sir... It helped me a lot...
Glad to hear that
Thank you for the great explanation, but I have question is the chair form same of trans conformation and the bout chain same of cis conformation?
Check out my video on di substituted cyclohexane. That will explain your doubt.
Because CIS and trans exist only in substituted ones.
Bahut achha samajh me aaya sir. Quantum mechanics bhi krwao na please
Good explanation
Awesome vid❤️
Glad you liked it!!
Thank you sir. :))
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Best editing for awesome explanation. Thank You so much.
Very nice
Thanquu sir
thank you very clear
You are welcome!
Thanks
Very well explained
Thanks for liking
TWIST BOAT FORM!!?? my professors never taught me this!
Sir I have a small doubt..... I have read somewhere that there are no axial CH bonds in boat form...but as per your explanation there are axial bonds.....which is the right one sir....??
There is no axial and equatorial bonds as they are not properly parallel and perpendicular to axis respectively.
But these are eclipsed(4 pairs), so I think he want to show that.
Nice explanation
Thanks
Best way of teaching in a short tym ....
Veryyy good video..
Many many thanks
Thanks sir
Welcome
Pls continue the videos
How many carbons in twist form
Good great
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Thanks
Where is Half chair definition
That's the explanation
Animation made it too easier to get
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Glad you think so!
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Thank you so much sir
Thank you sir
Good explanation
Thanks for liking
Thanks A lot sir
😋