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Benzoquinonetetracarboxylic dianhydride

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Benzoquinonetetracarboxylic dianhydride
Benzoquinonetetracarboxylic dianhydride molecule
Benzoquinonetetracarboxylic dianhydride molecule
Names
Preferred IUPAC name 1H,3H-Benzodifuran-1,3,4,5,7,8-hexone
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10O8/c11-5-1-2(8(14)17-7(1)13)6(12)4-3(5)9(15)18-10(4)16Key: NWWNDTOPIPOVFQ-UHFFFAOYSA-N
  • InChI=1/C10O8/c11-5-1-2(8(14)17-7(1)13)6(12)4-3(5)9(15)18-10(4)16Key: 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

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."

See also

References

  1. PubChem. "3,3',4,4'-Benzophenonetetracarboxylic dianhydride". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-12-19.
  2. Hammond, P. R. (1963). "1,4-Benzoquinone Tetracarboxylic Acid Dianhydride, C1008:A Strong Acceptor". Science. 142 (3591): 502. Bibcode:1963Sci...142..502H. doi:10.1126/science.142.3591.502. PMID 17748167. S2CID 9430830.
Oxocarbons
Common oxides
Exotic oxides
Polymers
Compounds derived from oxides
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