Benzoquinonetetracarboxylic dianhydride

Benzoquinonetetracarboxylic dianhydride is an organic compound with formula C
₁₀O
₈ (an oxide of carbon) which can be seen as the result of removing two molecules of water H
₂O from benzoquinonetetracarboxylic acid.

Benzoquinonetetracarboxylic dianhydride

Benzoquinonetetracarboxylic dianhydride molecule
Names
Preferred IUPAC name 1H,3H-Benzo[1,2-c:4,5-c']difuran-1,3,4,5,7,8-hexone
Identifiers
CAS Number	32192-32-8^N
3D model (JSmol)	Interactive image
ChemSpider	32686035^N
PubChem CID	85781674
InChI InChI=1S/C10O8/c11-5-1-2(8(14)17-7(1)13)6(12)4-3(5)9(15)18-10(4)16^N Key: NWWNDTOPIPOVFQ-UHFFFAOYSA-N^N InChI=1/C10O8/c11-5-1-2(8(14)17-7(1)13)6(12)4-3(5)9(15)18-10(4)16 Key: NWWNDTOPIPOVFQ-UHFFFAOYAX
SMILES O=C(C(C(O3)=O)=C1C3=O)C2=C(C(OC2=O)=O)C1=O
Properties
Chemical formula	C10O8
Molar mass	248.102 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

It is a red solid, stable in dry air up to 140 °C and insoluble in ether, carbon tetrachloride, dichloromethane, and carbon disulfide. It reacts with acetone, ethyl acetate, tetrahydrofuran, ethanol, and water. It dissolves in methylated derivatives of benzene to give solutions ranging from orange to violet. When the molecule is exposed to moist air it quickly turns blue.

The compound was synthesized in 1963 by P. R. Hammond who claimed it was "one of the strongest π-electron acceptors so far described."[1]

See also

• Ethylenetetracarboxylic dianhydride
• Tetrahydroxy-1,4-benzoquinone biscarbonate
• Tetrahydroxy-1,4-benzoquinone bisoxalate

References

1. Hammond, P. R. (1963). "1,4-Benzoquinone Tetracarboxylic Acid Dianhydride, C1008:A Strong Acceptor". Science. 142 (3591): 502. doi:10.1126/science.142.3591.502. PMID 17748167.