Penguinone is an

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

with the molecular formula . Its name comes from the fact that its 2-dimensional

molecular structure Molecular geometry is the three-dimensional arrangement of the atoms that constitute a molecule. It includes the general shape of the molecule as well as bond lengths, bond angles, torsional angles and any other geometrical parameters that det ...

resembles a

penguin Penguins are a group of aquatic flightless birds from the family Spheniscidae () of the order Sphenisciformes (). They live almost exclusively in the Southern Hemisphere. Only one species, the Galápagos penguin, is equatorial, with a sm ...

. The suffix "-one" indicates that it is a

ketone In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone ( ...

. The

systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivi ...

of the molecule is 3,4,4,5-tetramethylcyclohexa-2,5-dienone. Although it is a

dienone 240px A dienone is a class of organic compounds with the general formula , where R is any substituent, but often H. They are formally "derived from 1,4-diene compounds by conversion of a –CH2– group into –C(=O)– group", resulting in "a ...

and thus has the necessary structure for a

dienone–phenol rearrangement The dienone–phenol rearrangement is a Organic reaction, reaction in organic chemistry first reported in 1921 by Karl von Auwers and Karl Ziegler. A common example of dienone–phenol rearrangement is 4,4-disubstituted converting into a stable 3, ...

, the

methyl group In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula (whereas normal methane has the formula ). In formulas, the group is often abbreviated a ...

s in positions 3 and 5 of the

ring (The) Ring(s) may refer to: * Ring (jewellery), a round band, usually made of metal, worn as ornamental jewelry * To make a sound with a bell, and the sound made by a bell Arts, entertainment, and media Film and TV * ''The Ring'' (franchise), a ...

block the movement of the group at position 4, so even the action of

trifluoroacetic acid Trifluoroacetic acid (TFA) is a synthetic organofluorine compound with the chemical formula CF3CO2H. It belongs to the subclass of per- and polyfluoroalkyl substances (PFASs) known as ultrashort-chain perfluoroalkyl acids (PFAAs). TFA is not ...

will not cause transformation to a

phenol Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile and can catch fire. The molecule consists of a phenyl group () ...

References

Ketones Cyclohexadienes {{ketone-stub

See also

References