Open main menu
Home
Random
Recent changes
Special pages
Community portal
Preferences
About Wikipedia
Disclaimers
Incubator escapee wiki
Search
User menu
Talk
Dark mode
Contributions
Create account
Log in
Editing
Rotamer
(section)
Warning:
You are not logged in. Your IP address will be publicly visible if you make any edits. If you
log in
or
create an account
, your edits will be attributed to your username, along with other benefits.
Anti-spam check. Do
not
fill this in!
===Factors contributing to the free energy of conformers=== The effects of [[electrostatics|electrostatic]] and [[steric effects|steric]] interactions of the substituents as well as orbital interactions such as [[hyperconjugation]] are responsible for the relative stability of conformers and their transition states. The contributions of these factors vary depending on the nature of the substituents and may either contribute positively or negatively to the energy barrier. Computational studies of small molecules such as ethane suggest that electrostatic effects make the greatest contribution to the energy barrier; however, the barrier is traditionally attributed primarily to steric interactions.<ref>{{cite journal|last=Liu|first=Shubin|title=Origin and Nature of Bond Rotation Barriers: A Unified View|journal=The Journal of Physical Chemistry A|date=7 February 2013|volume=117|issue=5|pages=962β965|doi=10.1021/jp312521z|pmid=23327680|bibcode=2013JPCA..117..962L}}</ref><ref>{{cite book|last=Carey|first=Francis A.|title=Organic chemistry|url=https://archive.org/details/organicchemistry00care_486|url-access=limited|year=2011|publisher=McGraw-Hill|location=New York|isbn=978-0-07-340261-1|page=[https://archive.org/details/organicchemistry00care_486/page/n139 105]|edition=8th}}</ref> [[File:Contributions to Rotational Energy Barrier.png|center|thumb|450px|Contributions to rotational energy barrier]] In the case of cyclic systems, the steric effect and contribution to the free energy can be approximated by [[A value]]s, which measure the energy difference when a substituent on cyclohexane in the axial as compared to the equatorial position. In large (>14 atom) rings, there are many accessible low-energy conformations which correspond to the strain-free diamond lattice.<ref>{{cite journal |doi=10.1007/s40828-015-0014-0 |url=https://link.springer.com/content/pdf/10.1007/s40828-015-0014-0.pdf |title=Conformational analysis of cycloalkanes |year=2015 |last1=Dragojlovic |first1=Veljko |journal=Chemtexts |volume=1 |issue=3 |page=14 |bibcode=2015ChTxt...1...14D |s2cid=94348487 }}</ref>
Edit summary
(Briefly describe your changes)
By publishing changes, you agree to the
Terms of Use
, and you irrevocably agree to release your contribution under the
CC BY-SA 4.0 License
and the
GFDL
. You agree that a hyperlink or URL is sufficient attribution under the Creative Commons license.
Cancel
Editing help
(opens in new window)