Tetrahydroxy-1,4-benzoquinone biscarbonate

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Tetrahydroxy-1,4-benzoquinone biscarbonate
Tetrahydroxy-1,4-benzoquinone biscarbonate.svg
Tetrahydroxy-1,4-benzoquinone biscarbonate 3Dballs.png
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Names
Preferred IUPAC name
2H,6H-Benzo[1,2-d:4,5-d′]bis([1,3]dioxole)-2,4,6,8-tetrone
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C8O8/c9-1-3-5(15-7(11)13-3)2(10)6-4(1)14-8(12)16-6 X mark.svgN
    Key: KLJYZROROSJGHR-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C8O8/c9-1-3-5(15-7(11)13-3)2(10)6-4(1)14-8(12)16-6
    Key: KLJYZROROSJGHR-UHFFFAOYAF
  • C12=C(C(=O)C3=C(C1=O)OC(=O)O3)OC(=O)O2
Properties
C8O8
Molar mass 224.08 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tetrahydroxy-1,4-benzoquinone biscarbonate is a chemical compound, an oxide of carbon with formula C
8
O
8
. 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. [1]

See also

Related Research Articles

The quinones are a class of organic compounds that are formally "derived from aromatic compounds [such as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double bonds, resulting in "a fully conjugated cyclic dione structure". The archetypical member of the class is 1,4-benzoquinone or cyclohexadienedione, often called simply "quinone". Other important examples are 1,2-benzoquinone (ortho-quinone), 1,4-naphthoquinone and 9,10-anthraquinone.

Dehydrogenation is the a chemical reaction that involves the removal of hydrogen, usually from an organic molecule. It is the reverse of hydrogenation. Dehydrogenation is important, both as a useful reaction and a serious problem. At its simplest, it is useful way of converting alkanes, which are relatively inert and thus low-valued, to olefins, which are reactive and thus more valuable. Alkenes are precursors to aldehydes, alcohols, polymers, and aromatics. As a problematic reaction, the fouling and inactivation of many catalysts arises via coking, which is the dehydrogenative polymerization of organic substrates.

1,4-Benzoquinone Chemical compound

1,4-Benzoquinone, commonly known as para-quinone, is a chemical compound with the formula C6H4O2. In a pure state, it forms bright-yellow crystals with a characteristic irritating odor, resembling that of chlorine, bleach, and hot plastic or formaldehyde. This six-membered ring compound is the oxidized derivative of 1,4-hydroquinone. The molecule is multifunctional: it exhibits properties of a ketone, being able to form oximes; an oxidant, forming the dihydroxy derivative; and an alkene, undergoing addition reactions, especially those typical for α,β-unsaturated ketones. 1,4-Benzoquinone is sensitive toward both strong mineral acids and alkali, which cause condensation and decomposition of the compound.

1,2-Benzoquinone, also called ortho-benzoquinone, is an organic compound with formula C6H4O2. It is one of the two isomers of quinone, the other being 1,4-benzoquinone. It is a red volatile solid that is soluble in water and ethyl ether. It is rarely encountered because of its instability, but it is of fundamental interest as the parent compound of many derivatives which are known.

Trimethylsilyl cyanide Chemical compound

Trimethylsilyl cyanide is the chemical compound with the formula (CH3)3SiCN. This volatile liquid consists of a cyanide group, that is CN, attached to a trimethylsilyl group. The molecule is used in organic synthesis as the equivalent of hydrogen cyanide. It is prepared by the reaction of lithium cyanide and trimethylsilyl chloride:

Dimethyl oxalate Chemical compound

Dimethyl oxalate is the organic compound with the formula (CO2CH3)2. It is the dimethyl ester of oxalic acid. Dimethyl oxalate is a colorless or white solid that is soluble in water.

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). 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).

Dodecahydroxycyclohexane Chemical compound

Dodecahydroxycyclohexane is an organic compound with molecular formula C6O12H12 or C6(OH)12. It is a sixfold geminal diol with a cyclohexane backbone and can be regarded as a sixfold hydrate of cyclohexanehexone (C6O6).

Benzenehexol Chemical compound

Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula C6H6O6 or C6(OH)6. It is a six-fold phenol of benzene. The product is also called hexaphenol, but this name has been used also for other substances.

Tetrahydroxy-1,4-benzoquinone Chemical compound

Tetrahydroxy-1,4-benzoquinone, also called tetrahydroxy-p-benzoquinone, tetrahydroxybenzoquinone, or tetrahydroxyquinone, is an organic compound with formula C
6
O
2
(OH)
4
. Its molecular structure consists of a cyclohexadiene ring with four hydroxyl groups and two ketone groups in opposite (para) positions.

The molecular formula C6H4O6 (molar mass: 172.09 g/mol, exact mass: 172.0008 u) may refer to:

Hydroxyquinone

Hydroxyquinone often refers to a hydroxybenzoquinone, any organic compound with formula C
6
H
4
O
3
which can be viewed as a derivative of a benzoquinone through replacement of one hydrogen atom (H) by a hydroxyl group (-OH). When unqualified, the terms usually mean specifically the compound 2-hydroxy-1,4-benzoquinone, derived from 1,4-benzoquinone or para-benzoquinone.

A hydroxybenzoquinone is any of several organic compounds that can be viewed as derivatives of a benzoquinone through replacement of one hydrogen atom (H) by a hydroxyl group (-OH).

Hydroxy-1,4-benzoquinone Chemical compound

Hydroxy-1,4-benzoquinone, also called hydroxy-para-benzoquinone, is an organic compound with formula C
6
H
4
O
3
, formally derived from 1,4-Benzoquinone by replacing one hydrogen atom with a hydroxyl (OH) group. It is one of three hydroxybenzoquinone isomers and one of the simplest hydroxyquinones.

Tetrahydroxy-1,4-benzoquinone bisoxalate Chemical compound

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.

Benzoquinonetetracarboxylic acid Chemical compound

In chemistry, 1,4-benzoquinonetetracarboxylic acid is an organic compound with formula C
10
H
4
O
10
, or (C6O2)(-(CO)OH)4, which can be viewed as deriving from para-benzoquinoneC
6
H
4
O
2
through replacement of the four hydrogen atoms by carboxyl functional groups -(CO)OH.

Benzoquinonetetracarboxylic dianhydride Chemical compound

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

Hexahydroxybenzene trisoxalate Chemical compound

Hexahydroxybenzene trisoxalate is a chemical compound, an oxide of carbon with formula C
12
O
12
. 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.

Hexahydroxybenzene triscarbonate Chemical compound

Hexahydroxybenzene triscarbonate is a chemical compound, an oxide of carbon with formula C
9
O
9
. 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.

1,4-Naphthoquinone Chemical compound

1,4-Naphthoquinone or para-naphthoquinone is an organic compound derived from naphthalene. It forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. In alkaline solutions it produces a reddish-brown color. Vitamin K is a derivative of 1,4-naphthoquinone. It is a planar molecule with one aromatic ring fused to a quinone subunit. It is an isomer of 1,2-naphthoquinone.

References

  1. C. Nallaiah (1984), Synthesis of tetrahydroxy-1,4-benzoquinone biscarbonate and hexahydroxybenzene triscarbonate - new organic carbon oxidesTetrahedron, Volume 40, Issue 23, 1984, Pages 4897-4900 doi : 10.1016/S0040-4020(01)91324-9