Chemistry:Penguinone
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Short description: Organic compound
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| Names | |||
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| Preferred IUPAC name
3,4,4,5-Tetramethylcyclohexa-2,5-dien-1-one | |||
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3D model (JSmol)
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PubChem CID
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| Properties | |||
| C10H14O | |||
| Molar mass | 150.221 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 | |||
Tracking categories (test):
Penguinone is an organic compound with the molecular formula C10H14O. Its name comes from the fact that its 2-dimensional molecular structure resembles a penguin.[1][2]
The suffix "-one" indicates that it is a ketone.[3] The systematic name of the molecule is 3,4,4,5-tetramethylcyclohexa-2,5-dienone.[4][5]
Although it is a dienone and thus has the necessary structure for a dienone–phenol rearrangement, the methyl groups in positions 3 and 5 of the ring block the movement of the group at position 4, so even the action of trifluoroacetic acid will not cause transformation to a phenol.[6]
See also
- List of chemicals with unusual names
- NanoPutian
- Penguin diagram
References
- ↑ May, Paul (2008). Molecules with Silly or Unusual Names. Imperial College London. p. 35. ISBN 978-1848162075.
- ↑ May, Paul (23 October 2014). "Molecules with Silly or Unusual names". University of Bristol. http://www.chm.bris.ac.uk/sillymolecules/sillymols.htm. Retrieved 1 December 2014.
- ↑ Laszlo, Pierre (2004). "Science as Play". American Scientist 92 (5): 398. doi:10.1511/2004.5.398. http://www.americanscientist.org/issues/pub/science-as-play/3. Retrieved 2014-12-01.
- ↑ "Chemical structures beginning with P". about.com. http://chemistry.about.com/od/factsstructures/ig/Chemical-Structures---P/Penguinone.htm. Retrieved 1 December 2014.
- ↑ Parkvall, Mikael (2006). Limits of Language. London: Battlebridge. p. 176. ISBN 1903292042.
- ↑ Hagenbruch, Bernd; Hünig, Siegfried (1983). "Ein Beitrag zur Dienon-Phenol-Umlagerung" (in de). Chemische Berichte 116 (12): 3884––3894. doi:10.1002/cber.19831161212.
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