Penguinone

Penguinone
Names
	Preferred IUPAC name 3,4,4,5-Tetramethylcyclohexa-2,5-dien-1-one
Identifiers
CAS Number	34014-87-4;
3D model (JSmol)	Interactive image;
ChemSpider	10338857;
PubChem CID	12564106;
CompTox Dashboard (EPA)	DTXSID70502708 ;
	InChI 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;
	SMILES CC1=CC(=O)C=C(C1(C)C)C;
Properties
Chemical formula	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

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

References