Spiropentane

Spiropentane
Names
IUPAC name
Spiro[2.2]pentane
Identifiers
157-40-74 YesY
3D model (Jmol) Interactive image
ChemSpider 8734
PubChem 9088
Properties
C5H8
Molar mass 68.12 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

Spiropentane is a hydrocarbon with formula C5H8. The simplest spiro-connected cycloalkane.[1][2][3][4][5] It took several years after the discovery in 1887 until the structure of the molecule was determined.[6][7][8][9][10]


References

  1. Donohue, Jerry; Humphrey, George L.; Schomaker, Verner (1945). "The Structure of Spiropentane". Journal of the American Chemical Society. 67 (2): 332–335. doi:10.1021/ja01218a056. ISSN 0002-7863.
  2. Applequist, Douglas E.; Fanta, George F.; Henrikson, Bertel W. (1958). "Chemistry of Spiropentane. I. An Improved Synthesis of Spiropentane". The Journal of Organic Chemistry. 23 (11): 1715–1716. doi:10.1021/jo01105a037. ISSN 0022-3263.
  3. Murray, M. J.; Stevenson, Eugene H. (1944). "SPIROPENTANE". Journal of the American Chemical Society. 66 (2): 314–314. doi:10.1021/ja01230a515. ISSN 0002-7863.
  4. Murray, M. J.; Stevenson, Eugene H. (1944). "The Debromination of Pentaerythrityl Bromide by Zinc. Isolation of Spiropentane1". Journal of the American Chemical Society. 66 (5): 812–816. doi:10.1021/ja01233a047. ISSN 0002-7863.
  5. Price, J.E.; Coulterpark, K.A.; Masiello, T.; Nibler, J.W.; Weber, A.; Maki, A.; Blake, T.A. (2011). "High-resolution infrared spectra of spiropentane, C5H8". Journal of Molecular Spectroscopy. 269 (1): 129–136. doi:10.1016/j.jms.2011.05.011. ISSN 0022-2852.
  6. Philipow, O. (1916). "Die Konstitution der Kohlenwasserstoffe Gustavsons: Vinyltrimethylen und Äthylidentrimethylen". Journal für Praktische Chemie. 93 (1): 162–182. doi:10.1002/prac.19160930112. ISSN 0021-8383.
  7. Zelinsky, N. (1913). "Über das Spirocyclan, seine Synthese und sein Verhalten bei der Reduktionskatalyse". Berichte der deutschen chemischen Gesellschaft. 46 (1): 160–172. doi:10.1002/cber.19130460128. ISSN 0365-9496.
  8. Fecht, H. (1907). "Über Spirocyclane". Berichte der deutschen chemischen Gesellschaft. 40 (3): 3883–3891. doi:10.1002/cber.190704003194. ISSN 0365-9496.
  9. Gustavson, G. (1896). "Ueber Aethylidentrimethylen". Journal für Praktische Chemie. 54 (1): 104–107. doi:10.1002/prac.18960540106. ISSN 0021-8383.
  10. Faworsky, Al.; Batalin, W. (1914). "Über das Vinyltrimethylen und Äthyliden-trimethylen von Gustavson". Berichte der deutschen chemischen Gesellschaft. 47 (2): 1648–1651. doi:10.1002/cber.19140470250. ISSN 0365-9496.
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