Talk:Ring strain

Merger proposal

The two articles are lightly referenced and discuss intertwined topics. It is not a big deal to me, but it seems that we might be able to service one good article better than two semi-neglected ones. --Smokefoot (talk) 23:31, 29 March 2013 (UTC)

I eventually need to go back and change the links to angle strain to ring strain. --Smokefoot (talk) 18:30, 14 April 2013 (UTC)

Wiki Education assignment: Honors Organic Chemistry I

This article was the subject of a Wiki Education Foundation-supported course assignment, between 22 August 2022 and 2 December 2022. Further details are available on the course page. Student editor(s): Vercingetorix2112, Npm12, ExtremeRAD (article contribs).

— Assignment last updated by CAH aaliyah (talk) 19:20, 22 September 2022 (UTC)

Hello, I am a student working on a group project for an Organic Chemistry course, and I soon will be making changes on the group's behalf. We will be adding material to several sections and creating two new sections, History and Torsional Strain. There are still some improvements that can be made: we are thinking about adding more pictures, such as the structural formula of the hypothetical trans-cyclohexene; one of the sources we plan to add is an old Organic Chemistry Textbook, and a newer source with the same information would be preferred; and one of the sources we plan to add has bad grammar (Bisheng et al.) and we'd like to replace it or back it up with another source. We'd appreciate any feedback you have for us. Vercingetorix2112 (talk) 21:06, 17 November 2022 (UTC)

Why instructors should supervise student work, excerpts

Who knows what this means? Supported by primary ref.: Ring strain energy is believed to be the cause of accelerated rates in altering ring reactions. Its interactions with traditional bond energies change the enthalpies of compounds effecting (really?) the kinetics and thermodynamics of ring strain reactions.<ref>{{Cite journal |last=Dudev |first=Todor |last2=Lim |first2=Carmay |date=1998-05-01 |title=Ring Strain Energies from ab Initio Calculations |url=https://pubs.acs.org/doi/10.1021/ja973895x |journal=Journal of the American Chemical Society |language=en |volume=120 |issue=18 |pages=4450–4458 |doi=10.1021/ja973895x |issn=0002-7863}}</ref>

Huh?: Ring strain theory was first developed by German chemist Adolf von Bayer in 1890. Previously, the only bonds believed to exist were torsional and steric; however, Bayer's theory became based on the interactions between the two strains.

We’ll take it, but its awkward: Bayer's theory was based on the assumption that ringed (huh?) compounds were flat. Later, around the same time, Hermann Sachse formed his postulation that compound rings were not flat and potentially existed in a "chair" formation. Ernst Mohr later combined the two theories to explain the stability of six-membered rings and their frequency in nature, as well as the energy levels of other ring structures.<ref>{{Cite web |title=strain theory {{!}} chemistry {{!}} Britannica |url=https://www.britannica.com/science/strain-theory-chemistry |access-date=2022-11-03 |website=www.britannica.com |language=en}}</ref>

Primary ref: Cycloalkanes generally have less ring strain than cycloalkenes, which is seen when comparing cyclopropane and cyclopropene.<ref name=":3">{{Cite journal |last=Gordon |first=Mark S. |date=1980-12-01 |title=Ring strain in cyclopropane, cyclopropene, silacyclopropane, and silacyclopropene |url=https://pubs.acs.org/doi/abs/10.1021/ja00545a002 |journal=Journal of the American Chemical Society |language=en |volume=102 |issue=25 |pages=7419–7422 |doi=10.1021/ja00545a002 |issn=0002-7863}}</ref>

Awkward, repetitive: In general, the increased levels of unsaturation in alkenes leads to higher ring strain. Increasing unsaturation leads to greater ring strain in cyclopropene.[wha?] <ref name=":3" /> Therefore, cyclopropene is an alkene that has the most ring strain between the two mentioned. The differing hybridizations and geometries between cyclopropene and cyclopropane contribute to the increased ring strain. Cyclopropene also has an increased angle strain, which also contributes to the greater ring strain. However, this trend does not always work for every alkane and alkene.<ref name=":3" />

In some molecules, torsional strain can contribute to ring strain in addition to angle strain. One example of such a molecule is cyclopropane. Cyclopropane's carbon-carbon bonds form angles of 60°, far from the preferred angle of 109.5° angle in alkanes, so angle strain contributes most to cyclopropane's ring strain<ref name=":0">{{Cite book |last=Solomons |first=T. W. Graham |title=Organic Chemistry |publisher=John Wiley & Sons, Inc. |year=1992 |isbn=0-471-52544-8 |edition=5th |pages=138}}</ref>. However, as shown in the Newman projection of the molecule, the hydrogen atoms are eclipsed, causing some torsional strain as well<ref name=":0" />.

Awkward English Cyclopropane has a lesser amount of ring strain since it has the least amount of unsaturation; as a result, increasing the amount of unsaturation leads to greater ring strain.<ref name=":3" /> For example, cyclopropene has a greater amount of ring strain than cyclopropane because it has more unsaturation.

Primary ref: Increased potential energy from ring strain also can be used to increase the energy released by explosives or increase their shock sensitivity<ref name=":2">{{Cite journal |last=Tan |first=Bisheng |last2=Long |first2=Xinping |last3=Li |first3=Jinshan |last4=Nie |first4=Fude |last5=Huang |first5=Jinglun |date=2012-12-01 |title=Insight into shock-induced chemical reaction from the perspective of ring strain and rotation of chemical bonds |url=https://doi.org/10.1007/s00894-012-1516-y |journal=Journal of Molecular Modeling |language=en |volume=18 |issue=12 |pages=5127–5132 |doi=10.1007/s00894-012-1516-y |issn=0948-5023}}</ref>. For example, the shock sensitivity of the explosive 1,3,3-Trinitroazetidine could partially or primarily explained by its ring strain<ref name=":2" />

The student work is not very good, but maybe its just me. --Smokefoot (talk) 23:07, 17 November 2022 (UTC)