# Spiroheptane

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Hydrocarbon molecule

One enantiomer of a dicarboxylic acid derivative of spiroheptane (Fecht's acid).

**Spiroheptane** refers to [spirocyclic](/source/Spirocycle) [hydrocarbons](/source/Hydrocarbon) with the formula C(CH2)6. The parent symmetrical member of this group of compounds is spiro[3.3]heptane, which features a pair of [cyclobutane](/source/Cyclobutane) rings sharing one carbon. The parent unsymmetrical member is spiro[2.4]heptane, which features [cyclopropyl](/source/Cyclopropane) and [cyclopentyl](/source/Cyclopentane) rings sharing one carbon.

An early example of a spiro[3.3]heptane is the [dicarboxylic acid](/source/Dicarboxylic_acid) C[(CH2)2CH(CO2H)]2, also called *Fecht's acid* in honor of H. Fecht, of the Strasbourg Institute of Chemistry, the person who obtained this compound. His route involved alkylation of malonic esters with the tetrabromide of [pentaerythritol](/source/Pentaerythritol), a method modeled after the work on [spiropentane](/source/Spiropentane).[1][2][3]

## References

1. **[^](#cite_ref-Gustavson1896_1-0)** Gustavson, G. (1896). ["Ueber Aethylidentrimethylen"](https://zenodo.org/record/1427990). *Journal für Praktische Chemie*. **54** (1): 104–107. [doi](/source/Doi_(identifier)):[10.1002/prac.18960540106](https://doi.org/10.1002%2Fprac.18960540106). [ISSN](/source/ISSN_(identifier)) [0021-8383](https://search.worldcat.org/issn/0021-8383).

1. **[^](#cite_ref-2)** Fecht, H. (1907). ["Über Spirocyclane"](https://zenodo.org/record/1426239). *Berichte der Deutschen Chemischen Gesellschaft*. **40** (3): 3883–3891. [doi](/source/Doi_(identifier)):[10.1002/cber.190704003194](https://doi.org/10.1002%2Fcber.190704003194).

1. **[^](#cite_ref-3)** Hulshof, L. A.; Vos, Aafje; Wynberg, Hans (1972). "Crystal and molecular structure and absolute configuration of d-sprio[3.3]heptane-2,6-dicarboxylic acid at -160.deg". *The Journal of Organic Chemistry*. **37** (11): 1767–1770. [doi](/source/Doi_(identifier)):[10.1021/jo00976a022](https://doi.org/10.1021%2Fjo00976a022).

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Adapted from the Wikipedia article [Spiroheptane](https://en.wikipedia.org/wiki/Spiroheptane) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Spiroheptane?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.