Tetrahydroxy-1,4-benzoquinone bisoxalate

Tetrahydroxy-1,4-benzoquinone bisoxalate is a chemical compound, an oxide of carbon with formula C
10
O
10
. Its molecule consists of a 1,4-benzoquinone core with the four hydrogen atoms replaced by two oxalate groups. It can be seen as a fourfold ester of tetrahydroxy-1,4-benzoquinone and oxalic acid.

The compound was first described by H. S. Verter, H. Porter, and R. Dominic in 1968. It was obtained by reacting tetrahydroxy-1,4-benzoquinone with oxalyl chloride in tetrahydrofuran. It is a yellow solid that can be crystallized as a tetrahydrofuran solvate, but could not be prepared in pure form.[1]

Tetrahydroxy-1,4-benzoquinone bisoxalate
Tetrahydroxybenzoquinone bisoxalate
Tetrahydroxy-1,4-benzoquinone bisoxalate molecule
Identifiers
3D model (JSmol)
Properties
C10O10
Molar mass 280.00 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also

References

  1. ^ H. S. Verter, H. Porter, and R. Dominic (Verter, Porter and Dominic, 1968), A new carbon oxide: synthesis of tetrahydroxybenzoquinone bisoxalate. Chemical Communications (London), p. 973b–974. doi:10.1039/C1968000973b
Benzoquinonetetracarboxylic dianhydride

Benzoquinonetetracarboxylic dianhydride is an organic compound with formula C10O8 (an oxide of carbon) which can be seen as the result of removing two molecules of water H2O 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."

Hexahydroxybenzene triscarbonate

Hexahydroxybenzene triscarbonate is a chemical compound, an oxide of carbon with formula C9O9. Its molecular structure consists of a benzene core with the six hydrogen atoms replaced by three carbonate groups. It can be seen as a sixfold ester of hexahydroxybenzene (benzenehexol) and carbonic acid.

The compound was obtained by C. Nallaiah in 1984, as a tetrahydrofuran solvate.

Hexahydroxybenzene trisoxalate

Hexahydroxybenzene trisoxalate is a chemical compound, an oxide of carbon with formula C12O12. Its molecule consists of a benzene core with the six hydrogen atoms replaced by three oxalate groups. It can be seen as a sixfold ester of benzenehexol and oxalic acid.

The compound was first described by H. S. Verter and R. Dominic in 1967.

Oxocarbon

An oxocarbon or oxide of carbon is a chemical compound consisting only of carbon and oxygen.The simplest and most common oxocarbons are carbon monoxide (CO) and carbon dioxide (CO2) with IUPAC names carbon(II) oxide and carbon(IV) oxide respectively. Many other stable (practically if not thermodynamically) or metastable oxides of carbon are known, but they are rarely encountered, such as carbon suboxide (C3O2 or O=C=C=C=O) and mellitic anhydride (C12O9).

While textbooks will often list only the first three, and rarely the fourth, a large number of other oxides are known today, most of them synthesized since the 1960s. Some of these new oxides are stable at room temperature. Some are metastable or stable only at very low temperatures, but decompose to simpler oxocarbons when warmed. Many are inherently unstable and can be observed only momentarily as intermediates in chemical reactions or are so reactive that they can exist only in the gas phase or under matrix isolation conditions.

The inventory of oxocarbons appears to be steadily growing. The existence of graphene oxide and of other stable polymeric carbon oxides with unbounded molecular structures suggests that many more remain to be discovered.

Tetrahydroxy-1,4-benzoquinone biscarbonate

Tetrahydroxy-1,4-benzoquinone biscarbonate is a chemical compound, an oxide of carbon with formula C8O8. Its molecule consists of a 1,4-benzoquinone core with the four hydrogen atoms replaced by two carbonate groups. It can be seen as a fourfold ester of tetrahydroxy-1,4-benzoquinone and carbonic acid.

The compound was obtained by C. Nallaiah in 1984, as a tetrahydrofuran solvate.

Common oxides
Exotic oxides
Polymers
Compounds derived from oxides

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