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Wikipedia

Penguinone

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]

Penguinone
Names
Preferred IUPAC name
3,4,4,5-Tetramethylcyclohexa-2,5-dien-1-one
Identifiers
  • 34014-87-4
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10338857
  • 12564106
  • DTXSID70502708
  • InChI=1S/C10H14O/c1-7-5-9(11)6-8(2)10(7,3)4/h5-6H,1-4H3
    Key: RHIYIMQPIGYWEK-UHFFFAOYSA-N
  • InChI=1/C10H14O/c1-7-5-9(11)6-8(2)10(7,3)4/h5-6H,1-4H3
    Key: RHIYIMQPIGYWEK-UHFFFAOYAI
  • CC1=CC(=O)C=C(C1(C)C)C
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).

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

References

  1. ^ May, Paul (2008). Molecules with Silly or Unusual Names. Imperial College London. p. 35. ISBN 978-1848162075.
  2. ^ May, Paul (23 October 2014). "Molecules with Silly or Unusual names". University of Bristol. Retrieved 1 December 2014.
  3. ^ Laszlo, Pierre (2004). . American Scientist. 92 (5): 398. doi:10.1511/2004.5.398. Archived from the original on 2016-10-18. Retrieved 2014-12-01.
  4. ^ . about.com. Archived from the original on 21 December 2009. 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 (12): 3884––3894. doi:10.1002/cber.19831161212.


penguinone, organic, compound, with, molecular, formula, name, comes, from, fact, that, dimensional, molecular, structure, resembles, penguin, namespreferred, iupac, name, tetramethylcyclohexa, dien, oneidentifierscas, number, 34014, model, jsmol, interactive,. Penguinone is an organic compound with the molecular formula C10 H14 O Its name comes from the fact that its 2 dimensional molecular structure resembles a penguin 1 2 Penguinone NamesPreferred IUPAC name 3 4 4 5 Tetramethylcyclohexa 2 5 dien 1 oneIdentifiersCAS Number 34014 87 43D model JSmol Interactive imageChemSpider 10338857PubChem CID 12564106CompTox Dashboard EPA DTXSID70502708InChI InChI 1S C10H14O c1 7 5 9 11 6 8 2 10 7 3 4 h5 6H 1 4H3Key RHIYIMQPIGYWEK UHFFFAOYSA NInChI 1 C10H14O c1 7 5 9 11 6 8 2 10 7 3 4 h5 6H 1 4H3Key RHIYIMQPIGYWEK UHFFFAOYAISMILES CC1 CC O C C C1 C C CPropertiesChemical formula C 10H 14OMolar mass 150 221 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references 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 EditList of chemicals with unusual names NanoPutian Penguin diagramReferences Edit 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 Retrieved 1 December 2014 Laszlo Pierre 2004 Science as Play American Scientist 92 5 398 doi 10 1511 2004 5 398 Archived from the original on 2016 10 18 Retrieved 2014 12 01 Chemical structures beginning with P about com Archived from the original on 21 December 2009 Retrieved 1 December 2014 Parkvall Mikael 2006 Limits of Language London Battlebridge p 176 ISBN 1903292042 Hagenbruch Bernd Hunig Siegfried 1983 Ein Beitrag zur Dienon Phenol Umlagerung Chemische Berichte in German 116 12 3884 3894 doi 10 1002 cber 19831161212 This article about a ketone is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Penguinone amp oldid 1062555178, wikipedia, wiki, book, books, library,

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