Duroquinone

Duroquinone
Names
	Preferred IUPAC name 2,3,5,6-Tetramethylcyclohexa-2,5-diene-1,4-dione
	Other names 2,3,5,6-Tetramethyl-1,4-benzoquinone; Tetramethyl-p-benzoquinone
Identifiers
CAS Number	527-17-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1909128
ChEBI	CHEBI:42023 ;
ChEMBL	ChEMBL151604 ;
ChemSpider	61539 ;
DrugBank	DB01927 ;
ECHA InfoCard	100.007.646
EC Number	208-409-8;
Gmelin Reference	279610
PubChem CID	68238;
UNII	X0Q8791R69 ;
CompTox Dashboard (EPA)	DTXSID50200659 ;
	InChI InChI=1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3 Key: WAMKWBHYPYBEJY-UHFFFAOYSA-N ; InChI=1/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3 Key: WAMKWBHYPYBEJY-UHFFFAOYAK;
	SMILES CC1=C(C(=O)C(=C(C1=O)C)C)C;
Properties
Chemical formula	C10H12O2
Molar mass	164.20408 g/mol
Melting point	109 to 114 °C (228 to 237 °F; 382 to 387 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Duroquinone is an organic oxidant (C₆(CH₃)₄O₂). It is related to 1,4-benzoquinone by replacement of four H centres with methyl (Me) groups. The C₁₀O₂ core of this molecule is planar with two pairs of C=O and C=C bonds.

The compound is produced via nitration of durene (1,2,4,5-tetramethylbenzene) followed reduction to the diamine and then oxidation.

A derived organoiron compound (η²,η²-C₆(CH₃)₄O₂)Fe(CO)₃ is obtained by the carbonylation of 2-butyne in the presence of iron pentacarbonyl.

The molecule has been mentioned in the popular press as a component of a "nano brain".

Duroquinone was observed in a degradation products generated from pyrolysis of α-Tocopheryl acetate.