Penguinone

Penguinone
Skeletal formula of penguinone
Space-filling model of the penguinone molecule
Names
IUPAC name
3,4,4,5-Tetramethylcyclohexa-2,5-dienone
Properties
C10H14O
Molar mass 150.22 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

Penguinone is an organic compound with the molecular formula C
10
H
14
O
. 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 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

References

  1. May, Paul (2008). Molecules with Silly or Unusual Names. Imperial College London. p. 35. ISBN 1848162073.
  2. May, Paul (23 October 2014). "Molecules with Silly or Unusual names". University of Bristol. Retrieved 1 December 2014.
  3. Laszlo, Pierre (2004). "Science as Play". American Scientist. 92 (5): 398. doi:10.1511/2004.5.398.
  4. "Chemical structures beginning with P". about.com. Retrieved 1 December 2014.
  5. Parkvall, Mikael (2006). Limits of Language. London: Battlebridge. p. 176. ISBN 1903292042.
  6. Hagenbruch, Bernd; Hünig, Siegfried (1983). "Ein Beitrag zur Dienon-Phenol-Umlagerung". Chemische Berichte (in German). 116: 3884–3894. doi:10.1002/cber.19831161212.


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