Duroquinone

Duroquinone

Names
IUPAC name 2,3,5,6-Tetramethyl-1,4-benzoquinone
Other names Tetramethyl-p-benzoquinone
Identifiers
CAS Registry Number	527-17-3 Y
ChEBI	CHEBI:42023 Y
ChEMBL	ChEMBL151604 Y
ChemSpider	61539 Y
DrugBank	DB01927 Y
InChI InChI=1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3 Y Key: WAMKWBHYPYBEJY-UHFFFAOYSA-N Y InChI=1/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3 Key: WAMKWBHYPYBEJY-UHFFFAOYAK
Jmol-3D images	Image
SMILES CC1=C(C(=O)C(=C(C1=O)C)C)C
UNII	X0Q8791R69 Y
Properties
Chemical formula	C10H12O2
Molar mass	164.20408 g/mol
Melting point	109 to 114 °C (228 to 237 °F; 382 to 387 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Duroquinone is the organic compound with the formula C₄(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.^[1]

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

A derived organoiron compound (η²,η²-C₄(CH₃)₄O₂)Fe(CO)₃ is obtained by the carbonylation of 2-butyne in the presence of iron pentacarbonyl.^[3]

The molecule has been mentioned in the popular press as a component of a "nano brain".^[4]

References