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  2. Ring strain - Wikipedia

    en.wikipedia.org/wiki/Ring_strain

    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. [10]

  3. Phosphiranes - Wikipedia

    en.wikipedia.org/wiki/Phosphiranes

    Phosphirane functional group is a very strained structure - the C-P-C bond angle in phosphirane ring structure is 49°, [1] even lower than the C-N-C angle in aziridine and the C-C-C angle in cyclopropane (60°). This high angle strain causes a higher inversion barrier as well as the increased s-character of the lone pair on the phosphorus atom ...

  4. Cyclopropane - Wikipedia

    en.wikipedia.org/wiki/Cyclopropane

    The small size of the ring creates substantial ring strain in the structure. Cyclopropane itself is mainly of theoretical interest but many of its derivatives - cyclopropanes - are of commercial or biological significance. [3] Cyclopropane was used as a clinical inhalational anesthetic from the 1930s through the 1980s. The substance's high ...

  5. Prelog strain - Wikipedia

    en.wikipedia.org/wiki/Prelog_strain

    Rings smaller than cyclohexane, like cyclopropane and cyclobutane, have significant tension caused by small-angle strain, but there is no transannular strain. While there is no small-angle strain present in medium-sized rings, there does exist something called large-angle strain. Some angle and torsional strain is used by rings with more than ...

  6. Bent bond - Wikipedia

    en.wikipedia.org/wiki/Bent_bond

    Bent bonds are found in strained organic compounds such as cyclopropane, oxirane and aziridine. In these compounds, it is not possible for the carbon atoms to assume the 109.5° bond angles with standard sp 3 hybridization. Increasing the p-character to sp 5 (i.e. 1 ⁄ 6 s-density and 5 ⁄ 6 p-density) [5] makes it possible to reduce the bond ...

  7. Strain (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Strain_(chemistry)

    Allylic strain, or A 1,3 strain is closely associated to syn-pentane strain. An example of allylic strain can be seen in the compound 2-pentene. It's possible for the ethyl substituent of the olefin to rotate such that the terminal methyl group is brought near to the vicinal methyl group of the olefin. These types of compounds usually take a ...

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  9. Cyclopropyl group - Wikipedia

    en.wikipedia.org/wiki/Cyclopropyl_group

    A cyclopropyl group is a chemical structure derived from cyclopropane; it is typically produced in a cyclopropanation reaction. The group has an empirical formula of C 3 H 5 and chemical bonds from each of the three carbons to both of the other two.