Cyclotetradecane

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Cyclotetradecane
Cyclotetradecane.svg
Names
Preferred IUPAC name
Cyclotetradecane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.490
PubChem CID
UNII
Properties
C14H28
Molar mass 196.378 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclotetradecane is an organic compound with the chemical formula C14H28. It is known as having low strain energy. [1]

Properties:

54 °C Jean-Claude Bradley Open Melting Point Dataset 14444

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Cycloalkane types of hydrocarbon compounds

In organic chemistry, the cycloalkanes are the monocyclic saturated hydrocarbons. In other words, a cycloalkane consists only of hydrogen and carbon atoms arranged in a structure containing a single ring, and all of the carbon-carbon bonds are single. Cycloalkanes are named analogously to their normal alkane counterparts of the same carbon count: cyclopropane, cyclobutane, cyclopentane, cyclohexane, etc. The larger cycloalkanes, with more than 20 carbon atoms are typically called cycloparaffins.

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Cyclohexane is a cycloalkane with the molecular formula C6H12. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexane is mainly used for the industrial production of adipic acid and caprolactam, which are precursors to nylon.

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In physics, strain energy is the energy stored by a system undergoing deformation. For linearly elastic materials, strain energy is:

where σ is stress, ε is strain, V is volume, and E is Young's modulus:

Eclipsed conformation

In chemistry an eclipsed conformation is a conformation in which two substituents X and Y on adjacent atoms A, B are in closest proximity, implying that the torsion angle X–A–B–Y is 0°. Such a conformation exists in any open chain, single chemical bond connecting two sp3-hybridised atoms, and it is normally a conformational energy maximum. This maximum is often explained by steric hindrance, but its origins sometimes actually lie in hyperconjugation.

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Ring strain

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References

  1. Chickos, James S. (1992). "The strain energy of cyclotetradecane is small". The Journal of Organic Chemistry. 57 (6): 1899. doi:10.1021/jo00032a052.

http://www.chemspider.com/Chemical-Structure.60847.html