Penguinone

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Penguinone
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Names
Preferred IUPAC name
3,4,4,5-Tetramethylcyclohexa-2,5-dien-1-one
Identifiers
3D model (JSmol)
ChemSpider
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  • 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).

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 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

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References

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